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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
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HRID 914288 반응식
[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]
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참가 물질

5

반응물 2

HCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 178433565HCID 178433565, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ce977d1b08984a659149cd06b1f7bfe4
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08026370B2

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