Sodium Hydroxide → 12-Hydroxy-8-(methanesulfonyl)heptadecanoic acid

HRID 65638노트

반응식

HRID 65638 반응식
[CH3:1][S:2]([CH:5]([CH2:16][CH2:17][CH2:18][CH:19]([O:25]C(=O)C)[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]C)=[O:13])(=[O:4])=[O:3].[OH-].[Na+]>CO>[CH3:1][S:2]([CH:5]([CH2:16][CH2:17][CH2:18][CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])(=[O:3])=[O:4]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 21317665Methyl 8-methylsulfonyl-12-acetoxyheptadecanoate

생성물 1

HCID 2021027912-Hydroxy-8-(methanesulfonyl)heptadecanoic acid수율 93%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of methyl 8-methylsulfonyl-12-acetoxyheptadecanoate (29.4 g., 0.07 mole) and 20% aqueous sodium hydroxide (70 ml.) in methanol (70 ml.) is stirred at room temperature for 17 hours. The resulting solution is evaporated in vacuo at ~100° C. to an oily residue which is dissolved in water. The aqueous solution is extracted with ether and the organic extract discarded. Then, the aqueous phase is acidified to Congo Red with 6N hydrochloric acid and extracted with ether. The organic extract is washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo at ~100° C. providing crude title compound as a viscous oil (23.6 g., 93%).

후처리

  1. customThe resulting solution is evaporated in vacuo at ~100° C. to an oily residue which
  2. dissolutionis dissolved in water
  3. extractionThe aqueous solution is extracted with ether
  4. extractionthe organic extract
  5. extractionextracted with ether
  6. extractionThe organic extract
  7. washis washed with water
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo at ~100° C.

출처 및 근거

ORD 기록
ord-dda08eabadb84d75822c615cbb4e3989
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04128564

반응 노트

불러오는 중…