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

HRID 644355ノート

反応式

HRID 644355 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-17b4b0f35ba7457796189530db10e900
出典データセット
uspto-grants-2010_04
特許番号
US07700589B2

反応ノート

読み込み中…