Benzyl chloroformate → Benzyl (3-bromophenyl)carbamate

HRID 1713263ノート

反応式

HRID 1713263 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[OH-].[Na+].Cl[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][C:12](=[O:13])[O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 10387Benzyl chloroformateHCID 115623-BromoanilineHCID 14798Sodium Hydroxide

生成物 1

HCID 60102049Benzyl (3-bromophenyl)carbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 3-bromoaniline (0.500 g), 2 mol/L aqueous sodium hydroxide (2.18 mL) and tetrahydrofuran (3.63 mL) was added dropwise benzyl chloroformate (0.498 mL), and the resulting mixture was stirred at room temperature for 3.5 hours. The reaction mixture was partitioned between ethyl acetate (35 mL) and water (10 mL). The organic layer was washed with brine (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=8/1) to give the title compound (0.897 g).

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate (35 mL) and water (10 mL)
  2. washThe organic layer was washed with brine (10 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=8/1)

出典と根拠

ORDレコード
ord-e46ca1ed48af4141a168089f8ec32ea8
出典データセット
uspto-grants-2010_09
特許番号
US07795236B2

反応ノート

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