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Water → Methanesulfonic acid 2-bromo-4-methyl-thiazol-5-ylmethyl ester

HRID 2233311
ノート
印刷プレビュー

反応式

HRID 2233311 の反応式
[Br:1][C:2]1[S:3][C:4]([CH2:8][OH:9])=[C:5]([CH3:7])[N:6]=1.C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19].O>ClCCl>[Br:1][C:2]1[S:3][C:4]([CH2:8][O:9][S:18]([CH3:17])(=[O:20])=[O:19])=[C:5]([CH3:7])[N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59295463(2-Bromo-4-methylthiazol-5-yl)methanol

生成物 1

HCID 59295520Methanesulfonic acid 2-bromo-4-methyl-thiazol-5-ylmethyl ester収率 67.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒
2 回

実験手順

To an ice-cold solution of (2-Bromo-4-methyl-thiazol-5-yl)-methanol (3.2 g, 15.6 mmol) and triethylamine (3.2 mL, 23.4 mmol) in dichloromethane (80 mL) is slowly added a solution of methanesulfonyl chloride (2.1 g, 18.7 mmol) in dichloromethane (20 mL). The mixture is kept at this temperature for 45 minutes and afterwards allowed to warm to room temperature. Water (30 mL) is added after 3 hours and the mixture is extracted with ethylacetate. The organic phase is separated and dried over MgSO4. The organic solvent is removed under reduced pressure to give 3.0 g of Methanesulfonic acid 2-bromo-4-methyl-thiazol-5-ylmethyl ester, which was used without further purification.

後処理

  1. extractionthe mixture is extracted with ethylacetate
  2. customThe organic phase is separated
  3. dry with materialdried over MgSO4
  4. customThe organic solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-b3b963e91f604cc78be468651749bdd1
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07709481B2

反応ノート

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