'^"jfurim*''"*}  -^^^^  ^-^^^^  of  Santalol  etc.  341 
As  the  result  of  a  number  of  experiments,  the  following  was  found 
to  yield  a  santalol  lactate  of  from  92  to  95%  purity  (according  to 
the  percentage  of  santalol  in  the  sandalwood  oil  used)  and  was 
finally  adopted : 
Sandalwood  oil  in  the  following  proportions  (weight)  iio  grams 
(equivalent  to  100  grams  santalol  in  the  sample)  and  120  grams  of 
solid  anhydrides  (lactid)  of  lactic  acid,  were  placed  in  a  flask  attached 
to  a  Liebig  condenser.  Heated  in  a  partial  vacuum  to  108-110°  C, 
a  primary  reaction  occurs  with  ebullition.  The  temperature  was  then 
gradually  raised  to  125-130°  Cent.,  when  a  more  violent  secondary 
reaction  took  place.  The  temperature  was  maintained  at  130-135°  C. 
for  twelve  hours.  There  was  no  distillate  at  this  temperature.  The 
contents  of  the  flask  were  then  boiled  repeatedly  with  distilled  water 
for  several  hours  to  remove  the  bitter  taste  of  the  excess  of  lactic 
anhydride  present. 
The  product  was  washed  with  a  1%  solution  of  NaHCOg,  then 
with  1%  HQ;  washed  again  with  distilled  water  until  it  gives  no 
opalescence  with  AgNOg,  filtered  and  estimated  for  the  proportion 
of  combined  santalol  and  lactic  acid. 
THE  THEORETICAL  PERCENTAGE  COMPOSITION  OF  SANTALOL  LACTATE. 
Santalol  A  "  and  B  "  C^Ji^fiU  (molecular  weight  220.53), 
combines  with  lactic  acid  CH3CHO  HCOOH  (molecular  weight 
89.37)  or  as  lactid  C3H4O2  (molecular  weight  taken  as  72),  to  form 
a  monobasic  compound  of  santalol  lactate  C3H5O3,  C15H25  (molec- 
ular weight  291.90). 
The  theoretical  percentage  of  the  lactic  radical  in  santalol  lactate 
therefore  is  30.28. 
The  theoretical  percentage  of  santalol  in  santalol  lactate  therefore 
is  69.74. 
The  findings  of  a  series  of  14  analyses  show  that  the  product 
made  by  my  process  closely  approximates  these  figures. 
The  lactic  acid  ester  of  santalol  has  the  following  characteristics : 
It  is  reddish  brown  in  color,  possesses  a  sp.  gr.  of  from  1.050  to 
1.065,  is  neutral  in  reaction,  but  with  a  slightly  bitter  and  acidulous 
taste  (possibly  due  to  slight  impurity).  It  is  soluble  in  alcohol, 
ether,  chloroform,  acetone,  carbon  bisulphide,  and  carbon  tetra- 
chloride, but'  insoluble  in  water.  It  has  a  pleasing  but  peculiar  odor, 
dififering  entirely  from  either  of  its  constituents  and  slightly  recalling 
that  of  the  terpenes  distilled  from  the  Apimn  petroselnium  or  com- 
