Dimethylformamide → 2-Methoxy-3-methylbenzoic acid

HRID 1632212

反応式

HRID 1632212 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[OH:11].CI.[CH3:14]N(C)C=O.[OH-].[Na+]>[Ag]=O.C(O)C>[CH3:14][O:11][C:3]1[C:2]([CH3:1])=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 67383-Methylsalicylic AcidHCID 14798Sodium Hydroxide

生成物 1

HCID 9523962-Methoxy-3-methylbenzoic acid

試薬・触媒・溶媒 2

HCID 92152Silver(II) oxide触媒HCID 702Ethanol溶媒

実験手順

A mixture of 7.1 g. (0.05 mole) of 3-methylsalicylic acid, 23.1 g. (0.1 mole) of silver oxide and 25 ml. of methyl iodide in 150 ml. of N,N-dimethylformamide was stirred at 25° C. for 16 hours, then filtered. The filtrate was evaporated to provide a residue which was hydrolyzed by heating at 50° C. in an equivolume mixture of ethanol and 6N sodium hydroxide solution. The resulting mixture was acidified and filtered. The filtrate was evaporated, and the residue dissolved in base and treated with decolorizing charcoal. Acidification provided white solid 2-methoxy-3-methylbenzoic acid, m.p. 70°-75° C.

後処理

  1. additionA mixture of 7.1 g
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. customto provide a residue which
  5. filtrationfiltered
  6. customThe filtrate was evaporated
  7. dissolutionthe residue dissolved in base
  8. additiontreated with decolorizing charcoal

出典と根拠

ORDレコード
ord-3738f3f8394e48ce80094f15873a27e9
出典データセット
uspto-grants-1984_10
特許番号
US04474792

関連ノート

読み込み中…