Hydrochloric Acid → 2,3-Di(9-(Z)-octadecenyl)propan-1ol

HRID 330579ノート

反応式

HRID 330579 の反応式
[CH2:1]([CH:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]/[CH:31]=[CH:32]\[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH:20]=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[BH4-].[Na+].Cl>O1CCCC1.CO.CCOCC>[CH2:1]([CH:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]/[CH:31]=[CH:32]\[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH2:20][OH:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 867437182,3-di(9-(Z)-octadecenyl)propanal

生成物 1

HCID 867437172,3-Di(9-(Z)-octadecenyl)propan-1ol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Crude 2,3-di(9-(Z)-octadecenyl)propanal of formula (10) from Preparation 7 (10.0 g, 16.9 mmol) was dissolved in tetrahydrofuran/methanol (1:1, 200 ml) and cooled to 0° C. Sodium borohydride (3.13 g, 85.0 mmol) was added and the mixture was stirred overnight. The solution was acidified with 1N HCl to pH<2, diluted with ether, washed with water, concentrated and column chromatographed (chloroform) to give the title compound as an oil.

後処理

  1. washwashed with water
  2. concentrationconcentrated
  3. customcolumn chromatographed (chloroform)

出典と根拠

ORDレコード
ord-7c7cac52324d4b2186507e9071a19026
出典データセット
uspto-grants-1990_01
特許番号
US04897355

反応ノート

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