Water → 3-(Hexadecyloxy)-2-(hexadecylthio)methyl-1-propanol

HRID 248167노트

반응식

HRID 248167 반응식
[BH4-].[Li+].[CH2:3]([O:19][CH2:20][CH:21]([CH2:27][S:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:22](OCC)=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].O>O1CCCC1>[CH2:3]([O:19][CH2:20][CH:21]([CH2:27][S:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[CH2:22][OH:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

5

반응물 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 19764340Ethyl 3-(hexadecyloxy)-2-[(hexadecylthio)methyl]propanoate

생성물 1

HCID 197643273-(Hexadecyloxy)-2-(hexadecylthio)methyl-1-propanol수율 68.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a slurry of 1.04 g of lithium borohydride in tetrahydrofuran at ambient temperature is added 29 g of ethyl 3-(hexadecyloxy)-2-[(hexadecylthio)methyl]propanoate followed by heating at reflux for 18 hours. The mixture is poured into water containing a small amount of acid followed by extraction with ether to give after drying and evaporation, a residue which is columned on silica gel using 30:1 hexane:ethyl acetate. Fractions containing the product are evaporated to give 18.4 g of the desired product.

후처리

  1. temperatureby heating
  2. temperatureat reflux for 18 hours
  3. extractionfollowed by extraction with ether
  4. customto give
  5. customafter drying
  6. customevaporation
  7. additionFractions containing the product
  8. customare evaporated

출처 및 근거

ORD 기록
ord-d8b570829fa441559ec8c2e3fe9e9268
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208223

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