Formic Acid → 1-Benzylazepan-3-amine

HRID 1269751노트

반응식

HRID 1269751 반응식
C(O)=O.[CH2:4]([N:11]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]([NH:18]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:12]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(Cl)Cl>[CH2:4]([N:11]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]([NH2:18])[CH2:12]1)[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 284Formic AcidHCID 694286881-benzyl-N-trityl-3-azepanamine

생성물 1

HCID 103980071-Benzylazepan-3-amine수율 73%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Formic acid (0.25 ml, 6.63 mmol) was added dropwise to a solution of 1-benzyl-N-trityl-3-azepanamine (300 mg, 0.672 mmol) in methylene chloride (7 ml) under ice-cooling and stirred under ice-cooling for 3.5 hours. After the reaction mixture was concentrated, the residue was diluted with ether and washed with 1N-hydrochloric acid. After extraction, a 1N-aqueous sodium hydroxide solution was added to the aqueous layer under ice-cooling to make the aqueous layer basic, followed by extraction with chloroform. The organic layer was dried over magnesium sulfate and then concentrated to obtain 1-benzyl-3-azepanamine (100 mg, 73%).

후처리

  1. temperaturecooling
  2. temperaturecooling for 3.5 hours
  3. concentrationAfter the reaction mixture was concentrated
  4. additionthe residue was diluted with ether
  5. washwashed with 1N-hydrochloric acid
  6. extractionAfter extraction
  7. additiona 1N-aqueous sodium hydroxide solution was added to the aqueous layer under ice-
  8. temperaturecooling
  9. extractionfollowed by extraction with chloroform
  10. dry with materialThe organic layer was dried over magnesium sulfate
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-087c8dcf1fde4faaa38f87948d1233ee
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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