Benzyl chloroformate → Benzyl (3-bromophenyl)carbamate

HRID 1713263노트

반응식

HRID 1713263 반응식
[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

참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 115623-BromoanilineHCID 14798Sodium Hydroxide

생성물 1

HCID 60102049Benzyl (3-bromophenyl)carbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-e46ca1ed48af4141a168089f8ec32ea8
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795236B2

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