Water → 1-(3,5-Bis(trifluoromethyl)benzoyl)piperidin-4-one

HRID 1018641ノート

反応式

HRID 1018641 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6](Cl)=[O:7].FC(F)(F)C(O)=O.[NH:25]1[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]1.C(N(CC)CC)C.O>ClCCl>[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6]([N:25]1[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]1)=[O:7]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 222856014-Piperidinone trifluoroacetate

生成物 1

HCID 112099631-(3,5-Bis(trifluoromethyl)benzoyl)piperidin-4-one収率 94.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 3,5-bis-trifluoromethyl-benzoyl chloride (17.4 g, 63 mmol) in dichloromethane (30 mL) was added with cooling to a solution of 4-piperidone trifluoroacetate (13.4 g, 63 mmol) and triethylamine (22 mL, 158 mmol) so that the temperature did not rise above 20° C. Stirring continued for 2 h at room temperature. Water was added, the phases were separated and the water phase was extracted with dichloromethane. The organic phases were pooled, dried with MgSO4 and the solvent was evaporated. Chromatography on silica gel (ethyl acetate/n-hexane 1:1) yielded the desired product (20.2 g, 94%), m.p. 155-157° C. and MS: m/e=339.1 (M+).

後処理

  1. customdid not rise above 20° C
  2. customthe phases were separated
  3. extractionthe water phase was extracted with dichloromethane
  4. dry with materialdried with MgSO4
  5. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-d7db36838d9644d9a7b6a80cabe8f8cc
出典データセット
uspto-grants-2002_11
特許番号
US06482829B2

反応ノート

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