Hydrochloric Acid → 4-(2,3-Dimethoxybenzoyl)piperidine

HRID 51281ノート

反応式

HRID 51281 の反応式
[CH3:1][O:2][C:3]1[C:23]([O:24][CH3:25])=[CH:22][CH:21]=[CH:20][C:4]=1[C:5]([CH:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)=[O:6].Cl.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[CH3:1][O:2][C:3]1[C:23]([O:24][CH3:25])=[CH:22][CH:21]=[CH:20][C:4]=1[C:5]([CH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)=[O:6]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 46780868N-Boc-(2,3-dimethoxyphenyl)-4-piperidinylmethanone

生成物 1

HCID 227378494-(2,3-Dimethoxybenzoyl)piperidine収率 65%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 1140Toluene溶媒2 回

反応条件

温度
60 °C

実験手順

To the reaction solution of 4-(2,3-dimethoxybenzoyl)-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester (7) from Example 76, Scheme G, step c, is added about 188 kg of water and 37% hydrochloric acid (39 kg, 395 mol). The solution is heated to about 60° C. for about 18 hours1. The mixture is cooled to about 25° C. and about 47 kg of toluene is added. The phases are separated and the organic phase is discarded. To the aqueous phase is added about 78 kg water, 50 wt % sodium hydroxide solution (31 kg, 391 mol), and about 99 kg of toluene. The phases are separated and the aqueous phase is discarded. The organic phase is concentrated by vacuum distillation. The concentration of 4-(2,3-dimethoxybenzoyl)piperidine (16) in solution ranges from 17 to 53 wt %1, affording 14.6 to 17.9 kg of 4-(2,3-dimethoxybenzoyl)piperidine (16) (65-76% yield).

後処理

  1. temperatureThe mixture is cooled to about 25° C.
  2. customThe phases are separated
  3. customThe phases are separated
  4. concentrationThe organic phase is concentrated by vacuum distillation

出典と根拠

ORDレコード
ord-291413b63c804674aaedaf5da5d78dee
出典データセット
uspto-grants-2004_03
特許番号
US06713627B2

反応ノート

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