Water → Methanesulfonic acid 2-(4-chloro-benzyloxy)-ethyl ester

HRID 2261245ノート

反応式

HRID 2261245 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[CH:17]=[CH:16][C:10]([CH2:11][O:12][CH2:13][CH2:14][OH:15])=[CH:9][CH:8]=1.C(N(C(C)C)CC)(C)C.O>C(Cl)Cl>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:11][O:12][CH2:13][CH2:14][O:15][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:16][CH:17]=1

参加物

6

反応物 4

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 27637512-[(4-Chlorobenzyl)oxy]-1-ethanol

生成物 1

HCID 59593471Methanesulfonic acid 2-(4-chloro-benzyloxy)-ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of methanesulfonyl chloride (980 μL, 12.6 mmol) in dry DCM (10 mL) was slowly added to a cooled (0° C.) solution of 2-(4-chloro-benzyloxy)-ethanol (2.14 g, 11.46 mmol) and diisopropyethylamine (2.0 mL, 23 mmol) in dry DCM (10 mL). The reaction mixture was allowed to warm to RT overnight. Water was added and the organic layer was dried (MgSO4) and concentrated. The residue was purified by column chromatography over silica using a gradient of 0-20% diethyl ether/cyclohexane to afford the pure product.

後処理

  1. dry with materialthe organic layer was dried (MgSO4)
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography over silica using a gradient of 0-20% diethyl ether/cyclohexane
  4. customto afford the pure product

出典と根拠

ORDレコード
ord-58bc85cb922144c3bfaba53750531d1d
出典データセット
uspto-grants-2010_12
特許番号
US07846955B2

反応ノート

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