Sodium borohydride → Ethyl 3-[3-(1-hydroxyhexyl)-4-methoxyphenyl)propanoate

HRID 1455692노트

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HRID 1455692 반응식
[BH4-].[Na+].[CH2:3]([O:5][C:6](=[O:24])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([C:17](=[O:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:10]=1)[CH3:4]>C(O)C>[CH2:3]([O:5][C:6](=[O:24])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:10]=1)[CH3:4]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 69051926Ethyl 3-(3-hexanoyl-4-methoxyphenyl)propanoate

생성물 1

HCID 69619229Ethyl 3-[3-(1-hydroxyhexyl)-4-methoxyphenyl)propanoate수율 94%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

NaBH4 (7.6 g; 0.2 mol) is added in small amounts to 61 g (0.2 mol) of ethyl3-(3-hexanoyl-4-methoxyphenyl)propanoate, as a solution in 500 ml of ethanol. The mixture is heated for 1 hour at 80° C. After 16 hours at room temperature, the mixture is concentrated under vacuum and poured into saturated sodium chloride solution. The resulting mixture is extracted with ether and the organic phase is dried over sodium sulfate. Evaporation of the solvents gives 58 g of product in a 94% yield.

후처리

  1. concentrationthe mixture is concentrated under vacuum
  2. additionpoured into saturated sodium chloride solution
  3. extractionThe resulting mixture is extracted with ether
  4. dry with materialthe organic phase is dried over sodium sulfate
  5. customEvaporation of the solvents

출처 및 근거

ORD 기록
ord-e655434542f747a2b693002df7d4469e
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482484B2

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