Water → 2-Bromo-1-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethanol

HRID 1445769노트

반응식

HRID 1445769 반응식
C1C(=O)N([Br:8])C(=O)C1.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[O:17][C:18]([CH3:23])=[C:19]([CH:21]=[CH2:22])[N:20]=2)=[CH:12][CH:11]=1.CCOC(C)=O.[OH2:30]>CS(C)=O>[Br:8][CH2:22][CH:21]([C:19]1[N:20]=[C:16]([C:13]2[CH:12]=[CH:11][C:10]([Br:9])=[CH:15][CH:14]=2)[O:17][C:18]=1[CH3:23])[OH:30]

참가 물질

6

반응물 4

HCID 962Water2회HCID 8857Ethyl AcetateHCID 67184N-bromobutanimideHCID 222611552-(4-Bromo-phenyl)-5-methyl-4-vinyl-oxazole

생성물 1

HCID 589514762-Bromo-1-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethanol수율 74%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Add NBS (1.44 g, 8.08 mmol) to a solution of 2-(4-bromo-phenyl)-5-methyl-4-vinyl-oxazole (1.01 g, 4.02 mmol) in water (0.180 mL) and DMSO (30 mL). After 10 min add water and EtOAc. Separate the layers, extract aqueous material with EtOAc, and wash the crude organic extracts with water. Dry over MgSO4, filter and concentrate. Purify on silica gel eluting with 20% EtOAc/Hexanes to give the title compound (1.08 g, 74%): MS (m/e): 362 (M+1).

후처리

  1. customSeparate the layers
  2. extractionextract aqueous material with EtOAc
  3. washwash the crude organic extracts with water
  4. dry with materialDry over MgSO4
  5. filtrationfilter
  6. concentrationconcentrate
  7. customPurify on silica gel eluting with 20% EtOAc/Hexanes

출처 및 근거

ORD 기록
ord-8491e4d3783b47c2be8d86ebb8dcafdb
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666871B2

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