Acetic Acid → 4-Azetidin-1-yl-1-benzyl-piperidine

HRID 644355노트

반응식

HRID 644355 반응식
C(O)(=O)C.[CH2:5]([N:12]1[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH:19]1[CH2:22][CH2:21][CH2:20]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[N:19]1([CH:15]2[CH2:16][CH2:17][N:12]([CH2:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH2:13][CH2:14]2)[CH2:22][CH2:21][CH2:20]1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 10422AzetidineHCID 192201-Benzyl-4-piperidoneHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 231533994-Azetidin-1-yl-1-benzyl-piperidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.0 mL (17.5 mmol) glacial acetic acid were added to the stirred mixture of 3.0 mL (16.5 mmol) 1-benzyl-4-piperidone, 1.0 g (17.5 mmol) azetidine and 100 mL DCM. Then 6.0 g (39.5 mmol) sodium triacetoxy-borohydride was added batchwise within one hour while cooling with an ice bath and the mixture was stirred for a further 12 h at RT. The reaction mixture was extracted with 200 mL EtOAc, the organic phase was dried, evaporated down under reduced pressure and the residue was purified by chromatography.

후처리

  1. temperaturewhile cooling with an ice bath
  2. extractionThe reaction mixture was extracted with 200 mL EtOAc
  3. customthe organic phase was dried
  4. customevaporated down under reduced pressure
  5. customthe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-17b4b0f35ba7457796189530db10e900
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700589B2

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