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

HRID 55740
ノート
印刷プレビュー

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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8175DecanalHCID 8470Trimethyl borateHCID 14923Ammonium HydroxideHCID 60984Methyl bromoacetate

生成物 1

HCID 155752Methyl-3-hydroxydodec-5-enoic acid

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 753
Glycerol
溶媒
HCID 8028Tetrahydrofuran溶媒

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
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09433211B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート