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

HRID 2233311
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HRID 2233311 반응식
[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
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참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane
용매
2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b3b963e91f604cc78be468651749bdd1
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07709481B2

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