Pyridine → HCID 19805162、化合物

HRID 1650619ノート

反応式

HRID 1650619 の反応式
[CH3:1][C:2]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[C:16]([OH:18])=O)([CH3:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[SH:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=1.N1C=CC=CC=1>ClCCl>[CH3:12][C:2]([C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[C:16]([S:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=1)=[O:18])([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

参加物

5

反応物 3

HCID 1049PyridineHCID 957384-Mercaptobenzoic acidHCID 136335583-(1,1-Dimethyldecyl)-4-methoxybenzoic acid2 回

生成物 1

HCID 19805162HCID 19805162、化合物収率 84%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Crude 3-(1,1-dimethyldecyl)-4-methoxybenzoic acid, prepared starting with 1.6 g (5 mmoles) of 3-(1,1-dimethyldecyl)-4-methoxybenzoic acid, described in Example 11 of European Patent No. 0.232.199 is dissolved in 20 ml of dichloromethane. The solution is slowly added to a mixture of 771 mg (5 mmoles) of 4-mercaptobenzoic acid and 8 ml of pyridine. The reaction mixture is stirred at ambient temperature for 8 hours, evaporated to dryness, taken up in water, acidified to pH 5 with 1N HCl and extracted o with ethyl ether (500 ml). The organic phase is decanted, washed with water, dried over magnesium sulfate and evaporated to dryness. The resulting residue is purified by chromatography on a silica column, by using as the eluant ethyl ether. 1.92 g (84% yield) of 4-[3-(1,1-dimethyldecyl)-4-methoxybenzoylthio] benzoic acid whose melting point is 186°-187° C. are obtained.

後処理

  1. customevaporated to dryness
  2. extractionextracted o with ethyl ether (500 ml)
  3. customThe organic phase is decanted
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness
  7. customThe resulting residue is purified by chromatography on a silica column

出典と根拠

ORDレコード
ord-f4729309e7a047ac8c229c4ffd0d1f43
出典データセット
uspto-grants-1990_05
特許番号
US04925658

反応ノート

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