Sodium Hydroxide → 1-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid

HRID 2194115ノート

反応式

HRID 2194115 の反応式
C([O:3][C:4]([C:6]1([CH2:22][CH2:23][O:24][CH3:25])[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])(=[O:14])=[O:13])[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:12]([N:9]1[CH2:8][CH2:7][C:6]([CH2:22][CH2:23][O:24][CH3:25])([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]1)(=[O:13])=[O:14]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 667876761-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

生成物 1

HCID 595780921-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid収率 111.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

1-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.5 g) was dissolved in MeOH (8 ml), 3M aqueous NaOH (6.41 ml) was added and the mixture was stirred at 5 h at 60° C. to complete the reaction. The solvent was evaporated off, the residue was acidified with 3M aqueous HCl and extracted with dichloromethane. The layers were separated, the organic phase was washed with brine, dried over sodium sulphate and concentrated to give the desired 1-(2-chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid (0.519 g) as a light brown solid. MS (ESI): 360.1 (M-H)−.

後処理

  1. customthe reaction
  2. customThe solvent was evaporated off
  3. extractionextracted with dichloromethane
  4. customThe layers were separated
  5. washthe organic phase was washed with brine
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-800c4c723c64418589bb6bd6c63a7c4a
出典データセット
uspto-grants-2012_12
特許番号
US08329904B2

反応ノート

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