Bromoacetyl bromide → N-(Benzyloxy)-2-bromoacetamide

HRID 2963노트

반응식

HRID 2963 반응식
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Br:11][CH2:12][C:13](Br)=[O:14].C(N(C(C)C)CC)(C)C>C1COCC1.C(OCC)(=O)C.O>[Br:11][CH2:12][C:13]([NH:10][O:9][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:14]

참가 물질

7

반응물 3

HCID 61147Bromoacetyl bromideHCID 81531DiisopropylethylamineHCID 102312Benzyloxyamine hydrochloride

생성물 1

HCID 15434886N-(Benzyloxy)-2-bromoacetamide수율 52%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a 0° C. solution of O-benzylhydroxylamine hydrochloride (1.6 g, 10 mmol) in THF (40 mL) was added bromoacetyl bromide (871 μL, 10 mmol) and diisopropylethylamine (3.5 mL, 20 mmol). The reaction mixture was warmed to room temperature overnight and diluted with ethyl acetate and water. The aqueous layer was separated and extracted with ethyl acetate. The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane to give 1.27 g (52%) of the title compound.

후처리

  1. customThe aqueous layer was separated
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude material was purified by silica gel flash column chromatography with ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-31db870c320a495ea81c261721daf508
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731438

반응 노트

불러오는 중…