4-Aminobenzoic Acid → R 8605

HRID 728557노트

반응식

HRID 728557 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 164105R 8605수율 32.7%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

실험 절차

A solution of 8.6g (0.063 mole) of p-aminobenzoic acid in 100 ml of 1,2-dimethoxyethane was added to a suspension of 8.0g (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.

후처리

  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

출처 및 근거

ORD 기록
ord-df677b92cde04c3894471fab0b2d78bb
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05049572

반응 노트

불러오는 중…