Decanal → Methyl-3-hydroxydodec-5-enoic acid

HRID 55740

反応式

HRID 55740 の反応式
[CH:1](=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].COB(OC)OC.Br[CH2:20][C:21]([O:23][CH3:24])=[O:22].[NH4+].[OH-]>[Zn].OCC(CO)O.C1COCC1>[CH3:24][O:23][C:21](=[O:22])[CH2:20][CH:1]([OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

参加物

8

反応条件

温度
20 °C

実験手順

6.5 g of zinc, 15.5 g of decanal, 25 ml of trimethoxyborane, and 25 ml of dried THF were put into a 300 ml four-neck round-bottom flask, and 17.5 g of methyl bromoacetate was dripped at 20° C. for two hours in a nitrogen gas stream. After dripping, a resultant thereof was agitated at 20° C. for one hour, and thereafter, 25 ml of saturated ammonia aqueous solution and 25 ml of glycerin were added and agitated for ten minutes. An organic layer was separated and an aqueous solution layer was extracted two times by using diethyl ether. Thereafter, the organic solution was collected and subjected to desolvation. A residue thereof was purified by distillation to obtain a β-hydroxydodecanoic acid methyl ester.

後処理

  1. stirringagitated for ten minutes
  2. customAn organic layer was separated
  3. extractionan aqueous solution layer was extracted two times
  4. customThereafter, the organic solution was collected
  5. distillationA residue thereof was purified by distillation

出典と根拠

ORDレコード
ord-1c1b134520b04a6899a808cbee763b68
出典データセット
uspto-grants-2016_09
特許番号
US09433211B2

関連ノート

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