'^fule^j^'}      Somc  Constituents  of  Jambul.  261 
with  ethyl  acetate  and  crystallized  three  times  from  pyridine.  The 
crystals  were  washed  successively  with  water,  ethyl  acetate  and 
ether,  dried  at  1500  and  analyzed. 
Calc.  for  C14H6Os:  C,  55.6;  H,  2.0.    Found:  C,  55.6;  H,  2.1. 
The  aqueous  solution  containing  5276  g.  of  water-soluble  plant 
extractive  was  divided  and  a  quantity  containing  3750  g.  was  ex- 
tracted repeatedly  with  large  volumes  of  ether,  which  extracted  524 
g.  of  a  greenish  white  solid,  which  proved  to  be  gallic  acid.  This 
amounts  to  1.63  per  cent,  of  the  drug.  A  portion  of  this  crude 
gallic  acid  was  digested  with  fresh  ether,  which  removed  the  color. 
The  residue  crystallized  from  water  in  colorless  needles,  decompos- 
ing at  about  2400.    It  was  dried  at  1150  and  identified  as  gallic  acid: 
Calc.  for  C7H605:  C,  49.4;  H,  3.5.    Found:  C,  49.4;  H,  3.4. 
The  dark  green  ethereal  filtrate  from  the  purified  gallic  acid  was 
exhaustively  examined,  and  a  small  quantity  of  sulfur  melting  at 
114-1150  was  identified  as  a  constituent. 
The  aqueous  solution  which  had  been  completely  extracted  with 
ether,  was  now  extracted  with  chloroform,  which  extracted  only 
3  g.  of  material.  This  was  redissolved  in  chloroform  and  fraction- 
ally extracted  with  the  usual  alkaline  solvents  which  yielded  noth- 
ing definite.  The  neutral  solution  upon  evaporation  yielded  a 
minute  quantity  of  crystalline  material  melting  at  115-1210.  This 
gave  the  color  tests  of  the  phytosterol  group. 
The  aqueous  solution  which  had  been  completely  extracted  with 
.ether  and  chloroform  was  now  extracted  repeatedly  with  hot  amyl 
alcohol.  During  this  extraction  there  ensued  a  gradual  precipita- 
tion of  ellagic  acid.  The  material  extracted  with  amyl  alcohol 
weighed  742  g.,  equivalent  to  2.2  per  cent,  of  the  drug.  This  ex- 
tract contains  a  considerable  quantity  of  ellagic  acid.  The  amyl 
alcoholic  extract  could  be  prepared  as  a  greyish  white  powder,  by 
precipitation  with  petrolic  ether.  From  dilute  alcohol  and  from 
pyridine  solutions,  ellagic  acid  separated.  A  part  (58  g.)  of  the 
amyl  alcoholic  extract  was  redissolved  in  this  solvent  and  the  solu- 
tion was  extracted  with  the  usual  alkaline  solvents,  but  nothing 
crystalline  was  separated  by  this  procedure.  Another  part  (127 
g.)  was  hydrolized  by  boiling  for  several  hours  in  the  presence  of 
5  per  cent,  sulfuric  acid,  but  no  crystalline  hydrolytic  products 
