Hydrochloric Acid → HCID 15599097, 화합물

HRID 986803노트

반응식

HRID 986803 반응식
[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]

참가 물질

7

반응물 4

HCID 313Hydrochloric Acid2회HCID 962WaterHCID 7923Maleic AnhydrideHCID 15599089HCID 15599089, 화합물

생성물 1

HCID 15599097HCID 15599097, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 14798Sodium Hydroxide용매

반응 조건

온도
140 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2f99841eee904abe9686a3293420c602
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04716178

반응 노트

불러오는 중…