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

HRID 1445769ノート

反応式

HRID 1445769 の反応式
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]

参加物

6

反応物 4

HCID 962Water2 回HCID 8857Ethyl AcetateHCID 67184N-bromobutanimideHCID 222611552-(4-Bromo-phenyl)-5-methyl-4-vinyl-oxazole

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8491e4d3783b47c2be8d86ebb8dcafdb
出典データセット
uspto-grants-2010_02
特許番号
US07666871B2

反応ノート

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