Chloroform → trans-N-[3-methoxy-1-(phenylmethyl)-4-piperidinyl]-3-(trifluoromethyl)benzamide

HRID 981301ノート

反応式

HRID 981301 の反応式
[CH3:1][O:2][C@H:3]1[C@H:8]([NH2:9])[CH2:7][CH2:6][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:4]1.ClC(Cl)Cl.[F:21][C:22]([F:33])([F:32])[C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26](Cl)=[O:27]>C(N(CC)CC)C>[CH3:1][O:2][C@H:3]1[C@H:8]([NH:9][C:26](=[O:27])[C:25]2[CH:29]=[CH:30][CH:31]=[C:23]([C:22]([F:21])([F:32])[F:33])[CH:24]=2)[CH2:7][CH2:6][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:4]1

参加物

5

反応物 3

HCID 6212ChloroformHCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 13677827trans-3-Methoxy-1-(phenylmethyl)-4-piperidinamine

生成物 1

HCID 67928762trans-N-[3-methoxy-1-(phenylmethyl)-4-piperidinyl]-3-(trifluoromethyl)benzamide収率 80.9%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒2 回

実験手順

To a stirred solution of 10 parts of trans-3-methoxy-1-(phenylmethyl)-4-piperidinamine and 5.95 parts of N,N-diethylethanamine in 75 parts of trichloromethane was added dropwise a solution of 10.4 parts of 3-(trifluoromethyl)benzoyl chloride in 15 parts of N,N-diethylethanamine while cooling in an ice bath. Upon completion, stirring was continued for 20 hours at room temperature. The mixture was washed twice with a sodium hydroxide solution 5% and once with water and then dried, filtered and evaporated in vacuo. After crystallization of the residue from 27 parts of methylbenzene, the product was filtered off, washed with 45 parts of methylbenzene and dried, yielding 14.4 parts (80.9%) of trans-N-[3-methoxy-1-(phenylmethyl)-4-piperidinyl]-3-(trifluoromethyl)benzamide; mp. 135.2° C. (interm. 8).

後処理

  1. temperaturewhile cooling in an ice bath
  2. washThe mixture was washed twice with a sodium hydroxide solution 5% and once with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customAfter crystallization of the residue from 27 parts of methylbenzene
  7. filtrationthe product was filtered off
  8. washwashed with 45 parts of methylbenzene
  9. customdried

出典と根拠

ORDレコード
ord-2b7d0ae2b55344c7957c12646d94faaf
出典データセット
uspto-grants-1991_02
特許番号
US04990521

反応ノート

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