Benzoic Acid → 4-Acetoxy-3-acetylbenzoic acid

HRID 26718노트

반응식

HRID 26718 반응식
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12].C(Cl)Cl.[C:17](OC(=O)C)(=[O:19])[CH3:18].C(O)(=O)C1C=CC=CC=1>C(N(CC)CC)C.O1CCCC1>[C:17]([O:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12])(=[O:19])[CH3:18]

참가 물질

7

반응물 4

HCID 243Benzoic AcidHCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 91792453-Acetyl-4-hydroxybenzoic acid

생성물 1

HCID 213223944-Acetoxy-3-acetylbenzoic acid

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

To a suspension of 2.3 g. of 4-hydroxy-3-acetylbenzoic acid in 100 ml. of methylene chloride and 100 ml. of tetrahydrofuran, a mixture of 1.5 g. of triethylamine, 1.6 g. of 4-N-dimethylaminopyridine and 1.5 g. of acetic anhydride is added. The reaction mixture is heated at 50° for one hour. The solution is extracted with ethyl acetate, the organic layer washed with water and dilute hydrochloric acid and evaporated to dryness to yield 2.1 g. of the benzoic acid product. NMR in CDCl3

후처리

  1. additionTo a suspension of 2.3 g
  2. temperatureThe reaction mixture is heated at 50° for one hour
  3. extractionThe solution is extracted with ethyl acetate
  4. washthe organic layer washed with water and dilute hydrochloric acid
  5. customevaporated to dryness
  6. customto yield 2.1 g

출처 및 근거

ORD 기록
ord-8565aed6498241c8809f1e76110e1797
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151297

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