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tert-Butyl 2-bromo-2-methylpropionate → {2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-4-methyl-1,3-thiazol-5-yl}acetic acid

HRID 914288
ノート
印刷プレビュー

反応式

HRID 914288 の反応式
[SH:1][C:2]1[S:3][C:4]([CH2:8][C:9]([OH:11])=[O:10])=[C:5]([CH3:7])[N:6]=1.[C:12]([O:16][C:17](=[O:22])[C:18](Br)([CH3:20])[CH3:19])([CH3:15])([CH3:14])[CH3:13]>CO.[OH-].[Na+]>[C:12]([O:16][C:17](=[O:22])[C:18]([S:1][C:2]1[S:3][C:4]([CH2:8][C:9]([OH:11])=[O:10])=[C:5]([CH3:7])[N:6]=1)([CH3:20])[CH3:19])([CH3:15])([CH3:14])[CH3:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 178433565HCID 178433565、化合物

生成物 1

HCID 59759437{2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-4-methyl-1,3-thiazol-5-yl}acetic acid収率 95.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
60 °C

実験手順

Commercially available (2-mercapto-4-methyl-1,3-thiazol-5-yl)acetic acid (15 g) was dissolved in methanol (360 mL) and 1N aqueous sodium hydroxide solution (174 mL), 2-bromo-2-methylpropionic acid tert-butyl ester (19.4 g) was added, and the mixture was stirred at 60° C. for 6 hr. The reaction mixture was concentrated, the residue was dissolved in water, and the mixture was acidified with 10% aqueous citric acid solution. The precipitated solid was collected by filtration, and dried under reduced pressure to give the title compound (25 g) as a white solid.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in water
  3. filtrationThe precipitated solid was collected by filtration
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-ce977d1b08984a659149cd06b1f7bfe4
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08026370B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート