1-Dodecanethiol → Ethanol, 2-(dodecylthio)-

HRID 1700929ノート

反応式

HRID 1700929 の反応式
Br[CH2:2][CH2:3][OH:4].[CH2:5]([SH:17])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C1(C)C=CC=CC=1>[CH2:5]([S:17][CH2:2][CH2:3][OH:4])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

参加物

6

反応物 3

HCID 81951-DodecanethiolHCID 108982-BromoethanolHCID 11430Potassium Carbonate

生成物 1

HCID 73835Ethanol, 2-(dodecylthio)-収率 77%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
22 °C

実験手順

A mixture of 2-bromoethanol (6.08 g, 48.7 mmol), dodecanethiol (9.86 g, 48.7 mmol) and potassium carbonate (11 g) in dry N,N-dimethylformamide (100 ml) was stirred at 22° C. for 10 h. The reaction mixture was then diluted with toluene (400 ml) washed with water and dried (magnesium sulfate). The solvent was evaporated under reduced pressure and the residue was filtered through a silica gel pad (toluene-ethyl acetate 95:5) and distilled under vacuum to give 9.18 g (77%) of 2-(dodecylthio)ethanol as a clear oil which solidified on standing: b.p. 100-105° C./0.01 torr (bulb to bulb distillation, air bath temperature); m.p. 31-32° C.

後処理

  1. washwashed with water
  2. dry with materialdried (magnesium sulfate)
  3. customThe solvent was evaporated under reduced pressure
  4. filtrationthe residue was filtered through a silica gel pad (toluene-ethyl acetate 95:5)
  5. distillationdistilled under vacuum

出典と根拠

ORDレコード
ord-e9c06d325625480ea2a0933450fc5ea0
出典データセット
uspto-grants-2002_02
特許番号
US06350892B1

反応ノート

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