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Sodium Carbonate → trans-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-4-[[3-(trifluoromethyl)benzoyl]amino]-1-piperidinebutanamide

HRID 981308
ノート
印刷プレビュー

反応式

HRID 981308 の反応式
[NH2:1][C@@H:2]1[CH2:7][CH2:6][N:5]([CH:8]([CH3:28])[CH2:9][C:10]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[CH2:4][C@H:3]1[OH:29].[F:30][C:31]([F:42])([F:41])[C:32]1[CH:33]=[C:34]([CH:38]=[CH:39][CH:40]=1)[C:35](Cl)=[O:36].C(=O)([O-])[O-].[Na+].[Na+]>O.ClC(Cl)Cl.C(N(CC)CC)C>[OH:29][C@H:3]1[C@H:2]([NH:1][C:35](=[O:36])[C:34]2[CH:38]=[CH:39][CH:40]=[C:32]([C:31]([F:30])([F:41])[F:42])[CH:33]=2)[CH2:7][CH2:6][N:5]([CH:8]([CH3:28])[CH2:9][C:10]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[CH2:4]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 67928771trans-4-amino-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-1-piperidinebutanamide

生成物 1

HCID 67928763trans-3-hydroxy-N,N,gamma-trimethyl-alpha,alpha-diphenyl-4-[[3-(trifluoromethyl)benzoyl]amino]-1-piperidinebutanamide収率 86.3%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6212Chloroform溶媒2 回
HCID 8471Triethylamine溶媒

実験手順

To a stirred and cooled solution of 4 parts of trans-4-amino-3-hydroxy-N,N,γ-trimethyl-α,αdiphenyl-1-piperidinebutanamide in 120 parts of trichloromethane were added 1.26 parts of N,N-diethylethanamine. A solution of 2.3 parts of 3-(trifluoromethyl)benzoyl chloride in 75 parts of trichloromethane was added dropwise. Upon completion, the reaction mixture was stirred overnight at room temperature. A solution of sodium carbonate in water was added. The separated organic layer was washed with water, dried, filtered and evaporated. The residue was taken up in 2,2'-oxybispropane. The precipitated product was filtered off and dried in vacuo at 60° C., yielding 4.9 parts (86.3%) of trans-3-hydroxy-N,N,γ-trimethyl-α,α-diphenyl-4-[[3-(trifluoromethyl)benzoyl]amino]-1-piperidinebutanamide; mp. 140.7° C. (compound 1).

後処理

  1. stirringUpon completion, the reaction mixture was stirred overnight at room temperature
  2. washThe separated organic layer was washed with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. filtrationThe precipitated product was filtered off
  7. customdried in vacuo at 60° C.

出典と根拠

ORDレコード
ord-e573f253a5484472bf368ef0e328604a
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04990521

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート