Water → Ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}alpha,alpha-dimethylphenoxyacetate

HRID 35863

反応式

HRID 35863 の反応式
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3O)([OH:14])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-:25].[K+].[K+].O.[CH2:31]([O:33][C:34](=[O:39])[C:35](Br)([CH3:37])[CH3:36])[CH3:32]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=3)[O:25][C:35]([CH3:37])([CH3:36])[C:34]([O:33][CH2:31][CH3:32])=[O:39])([OH:14])[CH2:10][CH2:9]2)=[O:7])=[CH:22][CH:23]=1

参加物

5

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 152946731-(4-Bromobenzoyl)-4-(2-hydroxyphenyl)-4-hydroxypiperidine

生成物 1

HCID 22399364Ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}alpha,alpha-dimethylphenoxyacetate収率 86.4%

実験手順

801 mg of {1-(4-bromobenzoyl)-4-(2-hydroxyphenyl)-4-hydroxypiperidine was stirred for 9 hours at the ambient temperature of 100° C. in the presence of 1.20 g (8.68 mmol) of potassium carbonate in 4.00 g (20.5 ml) of ethylα-bromoisobutyrate. After completion of the reaction, The reaction mixture was cooled, and water was added thereto, followed by extraction with chloroform. Subsequently, the extract was dried over anhydrous sodium sulfate. Chloroform and the remained ethyl α-bromoisobutyrate was distilled off under reduced pressure to obtain 902 mg (86.4%) of ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}α,α-dimethylphenoxyacetate.

後処理

  1. customAfter completion of the reaction
  2. temperatureThe reaction mixture was cooled
  3. extractionfollowed by extraction with chloroform
  4. dry with materialSubsequently, the extract was dried over anhydrous sodium sulfate
  5. distillationChloroform and the remained ethyl α-bromoisobutyrate was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-004d54879f88431ca2eb482dd4019232
出典データセット
uspto-grants-1995_05
特許番号
US05411972

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