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

HRID 2963

反応式

HRID 2963 の反応式
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]

参加物

7

反応物 3

HCID 61147Bromoacetyl bromideHCID 81531DiisopropylethylamineHCID 102312Benzyloxyamine hydrochloride

生成物 1

HCID 15434886N-(Benzyloxy)-2-bromoacetamide収率 52%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-31db870c320a495ea81c261721daf508
出典データセット
uspto-grants-1998_03
特許番号
US05731438

関連ノート

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