Ammonium Acetate → 1-(4-Chloro-2-methylphenoxy)propan-2-amine

HRID 1900164

반응식

HRID 1900164 반응식
C([O-])(=O)C.[NH4+].C([BH3-])#[N:7].[Na+].[Cl:10][C:11]1[CH:21]=[CH:20][C:14]([O:15][CH2:16][C:17](=O)[CH3:18])=[C:13]([CH3:22])[CH:12]=1>CO>[Cl:10][C:11]1[CH:21]=[CH:20][C:14]([O:15][CH2:16][CH:17]([NH2:7])[CH3:18])=[C:13]([CH3:22])[CH:12]=1

참가 물질

5

반응물 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 18972816(4-Chloro-2-methylphenoxy)acetone

생성물 1

HCID 189727401-(4-Chloro-2-methylphenoxy)propan-2-amine수율 81%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

120 g of ammonium acetate and 9.8 g of sodium cyanoborohydride were added to a solution containing 31 g of (4-chloro-2-methylphenoxy)acetone dissolved in 700 mL of methanol, and the resultant mixture was stirred for 20 hours at room temperature. After the reaction mixture was concentrated under reduced pressure, 180 mL of concentrated hydrochloric acid and 100 mL of water were added to the residue. The whole mixture was stirred for 1 hour, and then extracted with 300 mL of diethyl ether. The water layer was alkalifled using a 5% aqueous solution of sodium hydroxide, and then extracted with 500 mL of ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. A fraction possessing a low boiling point was removed from the obtained oily products to afford 25 g (yield 81%) of the desired product. Refractive index: 1.5360.

후처리

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure, 180 mL of concentrated hydrochloric acid and 100 mL of water
  2. additionwere added to the residue
  3. extractionextracted with 300 mL of diethyl ether
  4. extractionextracted with 500 mL of ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customwas removed from the obtained oily products

출처 및 근거

ORD 기록
ord-39b20251ac5648cd81841e55d3b9b730
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574064

연결된 노트

불러오는 중…