Water → 4-(2-Isopropoxy-3-methyl-benzoylamino)-tetrahydro-thiopyran-4-carboxylic acid

HRID 1047686ノート

反応式

HRID 1047686 の反応式
C[O:2][C:3]([C:5]1([NH:11][C:12](=[O:24])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:14]=2[O:20][CH:21]([CH3:23])[CH3:22])[CH2:10][CH2:9][S:8][CH2:7][CH2:6]1)=[O:4].[OH-].[K+].O>CCO>[CH:21]([O:20][C:14]1[C:15]([CH3:19])=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]([NH:11][C:5]1([C:3]([OH:4])=[O:2])[CH2:6][CH2:7][S:8][CH2:9][CH2:10]1)=[O:24])([CH3:23])[CH3:22]

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 593141894-(2-Isopropoxy-3-methyl-benzoylamino)-tetrahydro-thiopyran-4-carboxylic acid methyl ester

生成物 1

HCID 593141484-(2-Isopropoxy-3-methyl-benzoylamino)-tetrahydro-thiopyran-4-carboxylic acid収率 96%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The mixture of 4-(2-isopropoxy-3-methyl-benzoylamino)-tetrahydro-thiopyran-4-carboxylic acid methyl ester (28) (75 mg, 0.21 mmol) and KOH (500 mg, 8.9 mmol) is dissolved in EtOH (5 mL) and water (0.5 mL) under a water bath. The water bath is removed when KOH is completely dissolved and the resulting reaction solution is stirred at RT for 8 h. After concentration in vacuo, the residue is dissolved in water (20 mL) and acidified with conc. HCl until no more precipitate came out of the water. The precipitate is filtered to give a pure product (29) as a pale yellow solid (68 mg, 94%).

後処理

  1. customThe water bath is removed when KOH
  2. dissolutionis completely dissolved
  3. customthe resulting reaction solution
  4. concentrationAfter concentration in vacuo
  5. dissolutionthe residue is dissolved in water (20 mL)
  6. filtrationThe precipitate is filtered

出典と根拠

ORDレコード
ord-4405809c70764717a31f95d8098d0567
出典データセット
uspto-grants-2013_10
特許番号
US08569535B2

反応ノート

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