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

HRID 1455692ノート

反応式

HRID 1455692 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e655434542f747a2b693002df7d4469e
出典データセット
uspto-grants-2009_01
特許番号
US07482484B2

反応ノート

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