تفاعل #2348136

ord-12bbe2fe0da44f7ebf1496149f636703

معادلة التفاعل

CC(C)CCCC(C)CCCC(C)CCCC(C)CCO
phytanol
CC(C)CCCC(C)CCCC(C)CCCC(C)CCO
phytanol
c1ccncc1
pyridine
Cc1ccc(S(=O)(=O)Cl)cc1
p-toluenesulfonyl chloride
Cc1ccc(S(=O)(=O)OCCC(C)CCCC(C)CCCC(C)CCCC(C)C)cc1
phytanyl tosylate
المردود 138.7%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىfrom exceeding 10° C
  2. 2
    workup.ADDITIONAfter the completion of addition, agitation
  3. 3
    أخرىthe resulting reaction solution
  4. 4
    غسيلwas successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water
  5. 5
    تجفيفdried over anhydrous magnesium sulfate
  6. 6
    ترشيحAfter the filtration
  7. 7
    تركيزthe resultant was concentrated under reduced pressure

الإجراء التجريبي

Under a nitrogen atmosphere, 29.16 g (97.67 mmol) of phytanol and 9.27 g (117.2 mmol) of pyridine were dissolved in 220 ml of dry methylene chloride, and 20.48 g (107.4 mmol) of p-toluenesulfonyl chloride was added little by little under ice cooling, in order to prevent the liquid temperature from exceeding 10° C. After the completion of addition, agitation was continued for 12 hours until phytanol disappeared, the resulting reaction solution was successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water, and dried over anhydrous magnesium sulfate. After the filtration, the resultant was concentrated under reduced pressure to obtain 61.31 g of phytanyl tosylate.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07846903B2uspto-grants-2010_12