Benzoic Acid → 4-Acetoxy-3-acetylbenzoic acid

HRID 26718ノート

反応式

HRID 26718 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 213223944-Acetoxy-3-acetylbenzoic acid

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-8565aed6498241c8809f1e76110e1797
出典データセット
uspto-grants-1979_04
特許番号
US04151297

反応ノート

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