Sodium Bicarbonate → 5-Chloro-2-hydroxy-4-(piperidin-1-yl)-phenylacetic acid

HRID 637681ノート

反応式

HRID 637681 の反応式
[Cl:1][C:2]1[C:3]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:4][C:5]([O:12]C)=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1.C(=O)(O)[O-].[Na+]>Br.O>[Cl:1][C:2]1[C:3]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:4][C:5]([OH:12])=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1

参加物

5

反応物 2

HCID 516892Sodium BicarbonateHCID 541834705-Chloro-2-methoxy-4-(piperidin-1-yl)-phenylacetic acid

生成物 1

HCID 539130445-Chloro-2-hydroxy-4-(piperidin-1-yl)-phenylacetic acid

試薬・触媒・溶媒 2

HCID 260Hydrogen Bromide溶媒HCID 962Water溶媒

実験手順

A solution of 8.5 g (30 mmole) of 5-chloro-2-methoxy-4-(piperidin-1-yl)-phenylacetic acid in 150 ml of 48% hydrobromic acid is boiled under reflux for 15 hours. The reaction mixture is cooled, diluted with water and adjusted to pH 3-4 with saturated sodium bicarbonate solution. The whole is subsequently extracted with ethyl acetate and the combined organic phases are washed with water, dried over sodium sulphate and concentrated by evaporation in a vacuum rotary evaporator. In that manner a dark grey foam of 5-chloro-2-hydroxy-4-(piperidin-1-yl)-phenylacetic acid is obtained which is reacted, without purification, to form 5-chloro-6-(piperidin-1-yl)-benzofuran-2(3H)-one.

後処理

  1. temperatureunder reflux for 15 hours
  2. temperatureThe reaction mixture is cooled
  3. extractionThe whole is subsequently extracted with ethyl acetate
  4. washthe combined organic phases are washed with water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation in a vacuum rotary evaporator

出典と根拠

ORDレコード
ord-7452b70b0ab14af28daffa3c840e9f0b
出典データセット
uspto-grants-1985_12
特許番号
US04558043

反応ノート

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