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N-bromobutanimide → Methyl 2-(5-bromo-2-methyl-1,3-thiazol-4-yl)-2-(tert-butoxy)acetate

HRID 591012
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HRID 591012 반응식
[Br:1]N1C(=O)CCC1=O.[C:9]([O:13][CH:14]([C:19]1[N:20]=[C:21]([CH3:24])[S:22][CH:23]=1)[C:15]([O:17][CH3:18])=[O:16])([CH3:12])([CH3:11])[CH3:10]>CN(C)C=O>[Br:1][C:23]1[S:22][C:21]([CH3:24])=[N:20][C:19]=1[CH:14]([O:13][C:9]([CH3:12])([CH3:11])[CH3:10])[C:15]([O:17][CH3:18])=[O:16]
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참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 70819407Methyl 2-(tert-butoxy)-2-(2-methyl-1,3-thiazol-4-yl)acetate

생성물 1

HCID 70819398Methyl 2-(5-bromo-2-methyl-1,3-thiazol-4-yl)-2-(tert-butoxy)acetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

Under a nitrogen atmosphere, N-bromosuccinimide (39 mg, 0.22 mmol) was added to a solution of methyl 2-(tert-butoxy)-2-(2-methyl-1,3-thiazol-4-yl)acetate (15c) (50 mg, 0.21 mmol) in N,N-dimethylformamide (4 mL). The reaction mixture was warmed at 70° C. for 30 minutes then concentrated in vacuo. The residue was diluted with ethyl acetate (40 mL) and washed with water (2×20 mL), brine (20 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure to give the desired product as a yellow oil without further purification (70 mg, 0.21 mmol, 100%).

후처리

  1. concentrationthen concentrated in vacuo
  2. additionThe residue was diluted with ethyl acetate (40 mL)
  3. washwashed with water (2×20 mL), brine (20 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-47fe65bfa4df4e749b86ed1184bd5ccd
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238026B2

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