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

HRID 500185

反応式

HRID 500185 の反応式
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>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:2](=[O:3])[O:4][CH3:5])=[C:9]([F:15])[CH:8]=1

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-04f2c5a25ba54d3190cfc070ca51c1c9
出典データセット
uspto-grants-2010_08
特許番号
US07767675B2

関連ノート

読み込み中…