Hydrochloric Acid → HCID 15599097、化合物

HRID 986803ノート

反応式

HRID 986803 の反応式
[NH:1]([C:8]1[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23]1(=[O:29])[O:28][C:26](=[O:27])[CH:25]=[CH:24]1.Cl.O>[OH-].[Na+].C(O)C>[C:14]([C:12]1[CH:13]=[C:8]([N:1]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:23](=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27])[CH:9]=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:11]=1[OH:18])([CH3:15])([CH3:16])[CH3:17]

参加物

7

反応物 4

HCID 313Hydrochloric Acid2 回HCID 962WaterHCID 7923Maleic AnhydrideHCID 15599089HCID 15599089、化合物

生成物 1

HCID 15599097HCID 15599097、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

反応条件

温度
140 °C

実験手順

Under a nitrogen atmosphere, a mixture of 2.97 g (0.01 mole) of 4-anilino-2,6-di-t-butylphenol and 4.90 g 0.05 mole) of maleic anhydride was heated at 140° C. for 2 hours. The cooled reaction mixture was suspended in 10% sodium hydroxide, and was then acidified with 10% hydrochloric acid. The resulting precipitate was collected, rinsed with water, air dried, and recrystallized from a mixture of ethyl acetate and hexane to give a yellow solid. This material was dissolved in hot ethanol. The ethanol solution was acidified with 6N hydrochloric acid, and then saturated with water. The resulting precipitate was collected, rinsed with water and air dried. This material was purified by silica gel chromatography, eluting with ethyl acetate, followed by recrystallization from a mixture of ethyl acetate and hexane to give 0.5 g of yellow crystalline N-(3,5-di-t-butyl-4-hydroxyphenyl)-N-phenylmaleamic acid, m.p. 154°-157° C. Analysis: Calculated for C25H29NO4 :% C, 72.9; % H, 7.9; % N, 3.5. Found: % C, 73.2; % H, 7.7; % N, 3.3.

後処理

  1. customThe cooled reaction mixture
  2. customThe resulting precipitate was collected
  3. washrinsed with water, air
  4. customdried
  5. customrecrystallized from a mixture of ethyl acetate and hexane
  6. customto give a yellow solid
  7. customThe resulting precipitate was collected
  8. washrinsed with water and air
  9. customdried
  10. customThis material was purified by silica gel chromatography
  11. washeluting with ethyl acetate
  12. customfollowed by recrystallization from a mixture of ethyl acetate and hexane

出典と根拠

ORDレコード
ord-2f99841eee904abe9686a3293420c602
出典データセット
uspto-grants-1987_12
特許番号
US04716178

反応ノート

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