4-Aminobenzoic Acid → R 8605

HRID 1029838ノート

反応式

HRID 1029838 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11]([C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:23]=1[OH:24])[C:18](Cl)=[O:19])([CH3:14])([CH3:13])[CH3:12]>COCCOC>[C:6]([C:5]1[CH:9]=[CH:10][C:2]([NH:1][C:18](=[O:19])[C:17]2[CH:21]=[C:22]([C:25]([CH3:26])([CH3:27])[CH3:28])[C:23]([OH:24])=[C:15]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:16]=2)=[CH:3][CH:4]=1)([OH:8])=[O:7]

参加物

4

反応物 2

HCID 9784-Aminobenzoic AcidHCID 37871873,5-Di-tert-butyl-4-hydroxybenzoyl chloride

生成物 1

HCID 164105R 8605収率 32.7%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

A solution of 8.6 g (0.063 mole) of p-aminobenzoic acid in 100 ml of 1,2-dimethoxyethane was added to a suspension of 8.0 g (0.0298 mole) of 3,5-di-t-butyl-4-hydroxybenzoyl chloride in 100 ml of 1,2-dimethoxyethane, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was then filtered. The filtrate was thereafter diluted with 200 ml of water and chilled. The resulting precipitate was collected, and was then recrystallized from a mixture of ethanol and water to give 3.6g of white needles of N-(4-carboxyphenyl)-3,5-di-t-butyl-4-hydroxybenzamide, m.p. 265°-266° C. Analysis: Calculated for C22H27NO4 : %C, 71.5; %H, 7.4; %N, 3.8; Found: %C, 71.7; %H, 7.3; %N, 3.6.

後処理

  1. filtrationThe reaction mixture was then filtered
  2. additionThe filtrate was thereafter diluted with 200 ml of water
  3. temperaturechilled
  4. customThe resulting precipitate was collected
  5. customwas then recrystallized from a mixture of ethanol and water

出典と根拠

ORDレコード
ord-99d13b5b955044d1a3ceed5bcd400b24
出典データセット
uspto-grants-1992_04
特許番号
US05103037

反応ノート

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