Sodium Iodide → (5-Bromo-2-chlorophenyl)methanamine

HRID 1408414노트

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HRID 1408414 반응식
Cl[Si](C)(C)C.[I-].[Na+].[Br:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:21])=[C:13]([CH2:15][NH:16]C(=O)OC)[CH:14]=1.[OH-].[Na+]>C(#N)C>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:21])=[C:13]([CH2:15][NH2:16])[CH:14]=1

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 14798Sodium HydroxideHCID 15483918methyl N-[(5-bromo-2-chlorophenyl)methyl]carbamate

생성물 1

HCID 43378979(5-Bromo-2-chlorophenyl)methanamine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
-20 °C

실험 절차

To a solution of chlorotrimethylsilane (3.55 mL, 27.2 mmol) in acetonitrile (70 mL) was added sodium iodide (3.91 g, 27.2 mmol), and the reaction mixture was stirred at −20° C. for 1 h. Then methyl N-[(5-bromo-2-chlorophenyl)methyl]carbamate (3 g, 7.7 mmol; prepared according to U.S. Pat. No. 6,313,071) was added, and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was then basified with 1 N aqueous sodium hydroxide solution and extracted with ethyl acetate (3×). The organic layers were combined, washed with water and brine and then dried (Na2SO4). The solvent was evaporated to provide the title product (1.4 g).

후처리

  1. customprepared
  2. addition6,313,071) was added
  3. stirringthe reaction mixture was stirred at room temperature for 16 h
  4. extractionextracted with ethyl acetate (3×)
  5. washwashed with water and brine
  6. dry with materialdried (Na2SO4)
  7. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-15cfe5a0c5d94128a306416440d08e29
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921360B2

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