Water → Piperidine, 4-(diphenylmethylene)-1-methyl-

HRID 899549

反応式

HRID 899549 の反応式
[C:1]1([C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(O)[CH:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].CN(C=O)C.O>C(Cl)Cl>[C:1]1([C:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:8]2[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2014851-Methyl-alpha,alpha-diphenyl-4-piperidinemethanol

生成物 1

HCID 95734Piperidine, 4-(diphenylmethylene)-1-methyl-収率 71.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
100 °C

実験手順

Compound 9 (2.0 g, 6.41 mmol., 1.0 eq.), K2CO3 (1.77 g, 12.82 mmol., 2.0 eq.), halide (5.28 g, 32.05 mmol., 5.0 eq.) and DMF (25.0 mL) were combined and heated to 100° C. overnight. The crude reaction mixture was mixed with H2O (30 mL) and CH2Cl2 (35 mL). The organic phase was separated and the aqueous phase was washed with CH2Cl2 (2×25 mL). The combined organic phase was washed with brine and concentrated. The crude material was purified on a silica column to give compound 10 (1.2 g). The structure was confirmed by 1H NMR and LC/MS.

後処理

  1. customThe crude reaction mixture
  2. customThe organic phase was separated
  3. washthe aqueous phase was washed with CH2Cl2 (2×25 mL)
  4. washThe combined organic phase was washed with brine
  5. concentrationconcentrated
  6. customThe crude material was purified on a silica column

出典と根拠

ORDレコード
ord-0faf32c6e20c4a04aeed8c18448b5ed8
出典データセット
uspto-grants-2008_04
特許番号
US07355042B2

関連ノート

読み込み中…