Di-tert-butyl dicarbonate → [(3-Bromo-4-fluorophenyl)methyl]-carbamic acid tert-butyl ester

HRID 2211659노트

반응식

HRID 2211659 반응식
Cl.[Br:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[F:11])[CH2:6][NH2:7].[O:12](C(OC(C)(C)C)=O)[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=O>C(Cl)Cl.[OH-].[Na+]>[C:13]([NH:7][CH2:6][C:5]1[CH:8]=[CH:9][C:10]([F:11])=[C:3]([Br:2])[CH:4]=1)([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:12]

참가 물질

5

반응물 2

HCID 90495Di-tert-butyl dicarbonateHCID 27249011-(3-Bromo-4-fluorophenyl)methanamine hydrochloride

생성물 1

HCID 21961437[(3-Bromo-4-fluorophenyl)methyl]-carbamic acid tert-butyl ester

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 14798Sodium Hydroxide용매

실험 절차

To a solution of 3-bromo-4-fluorobenzylamine hydrochloride (10 g, 42 mmol) and TEA (10.5 g, 103 mmol) in 200 mL of CH2Cl2 was added BOC2O (9.1 g, 42 mmol) at RT. The resulting solution was stirred for 16 h. The solution was diluted with aq. 1 N NaOH and CH2Cl2. The organic layer was washed with brine, dried over Na2SO4, and concentrated to give N-Boc-(3-bromo-4-fluoro-benzyl)amine. MS (ES+): 305 (M+H)+; (ES−): 303 (M−H). Calc'd C12H15BrFNO2-304.16.

후처리

  1. washThe organic layer was washed with brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1135b9cebe0c405697cd5feb0d493643
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07101868B2

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