Methyl chloroformate → Methyl (4-bromo-2-fluorobenzyl)carbamate

HRID 1257841

반응식

HRID 1257841 반응식
Cl[C:2]([O:4][CH3:5])=[O:3].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH2:14])=[C:9]([F:15])[CH:8]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:5][O:4][C:2](=[O:3])[NH:14][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([Br:6])=[CH:8][C:9]=1[F:15]

참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 3770848(4-Bromo-2-fluorophenyl)methanamine

생성물 1

HCID 19695032Methyl (4-bromo-2-fluorobenzyl)carbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl chloroformate (85.0 μL, 1.1 mmol) was added to a solution of 1-(4-bromo-2-fluorophenyl)methanamine (0.204 g, 1.0 mmol) and triethylamine (148.1 μL, 1.1 mmol) in methylene chloride (5 mL) at 0° C. After 10 min, the ice-water bath was removed. The mixture was stirred at RT for 1 h, washed with water, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue (220 mg, 83.9%) was directly used in next step without further purification. LCMS: (M+H)=263.9/261.8.

후처리

  1. customthe ice-water bath was removed
  2. washwashed with water, and brine
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue (220 mg, 83.9%) was directly used in next step without further purification

출처 및 근거

ORD 기록
ord-018cfa94993f48388c9742b39d74a472
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461330B2

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