Pyridine → 4-[3-Tert.butyl-4-methoxybenzoylthio]benzoic acid

HRID 1650620노트

반응식

HRID 1650620 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[C:8]([OH:10])=O)([CH3:4])([CH3:3])[CH3:2].[SH:16][C:17]1[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=1.N1C=CC=CC=1>ClCCl>[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[C:8]([S:16][C:17]1[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=1)=[O:10])([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 957384-Mercaptobenzoic acidHCID 10488578Benzoic acid, 3-(1,1-dimethylethyl)-4-methoxy-2회

생성물 1

HCID 198051694-[3-Tert.butyl-4-methoxybenzoylthio]benzoic acid수율 32%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Crude 3-(tert.butyl)-4-methoxybenzoic acid, prepared starting with 1.04 g (5 mmoles) of 3-(tert.butyl)-4-methoxybenzoic acid, described in Example 35 of French Patent No. 85 13747 (2.570.377), is dissolved in 15 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 with ethyl ether. 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 (eluant: ethyl ether). The solvent is evaporated and 530 mg (32% yield) of 4-[3-tert.butyl-4-methoxybenzoylthio] benzoic acid whose melting point is 220°-221° C. are obtained.

후처리

  1. customevaporated to dryness
  2. extractionextracted with ethyl ether
  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 (eluant: ethyl ether)
  8. customThe solvent is evaporated

출처 및 근거

ORD 기록
ord-08182d4b8b6741f0b29a271d06e46859
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04925658

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