Methanol → Methyl 2-(3,4-difluoro-6-methoxyphenyl)acetate

HRID 453408ノート

反応式

HRID 453408 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH2:11][C:12]([OH:14])=[O:13])[C:5]([O:9][CH3:10])=[CH:6][C:7]=1[F:8].OS(O)(=O)=O.[CH3:20]O>O>[F:1][C:2]1[CH:3]=[C:4]([CH2:11][C:12]([O:14][CH3:20])=[O:13])[C:5]([O:9][CH3:10])=[CH:6][C:7]=1[F:8]

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 177507674,5-Difluoro-2-methoxyphenylacetic acid

生成物 1

HCID 58433946Methyl 2-(3,4-difluoro-6-methoxyphenyl)acetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4.04 g of 2-(3,4-difluoro-6-methoxyphenyl)acetic acid (D3) are dissolved in 34 ml of methanol. 1.54 ml of H2SO4 (95-98%, extra pure) are subsequently added, and the reaction solution is heated under reflux for 3 h. For work-up, the mixture is diluted with 100 ml of water and extracted twice with 150 ml of ethyl acetate each time. The combined organic phases are washed with 50 ml of saturated NaHCO3 solution, dried over Na2SO4, filtered off with suction and evaporated to dryness in vacuo. The residue is recrystallised from cyclohexane, giving 4.0 g of the title compound as a colourless solid having a melting point of 48.3° C.; MS: 216.1 (M+); TLC: Rf=0.60 (cyclohexane/diethyl ether 1:1 parts by volume).

後処理

  1. temperaturethe reaction solution is heated
  2. temperatureunder reflux for 3 h
  3. extractionextracted twice with 150 ml of ethyl acetate each time
  4. washThe combined organic phases are washed with 50 ml of saturated NaHCO3 solution
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered off with suction
  7. customevaporated to dryness in vacuo
  8. customThe residue is recrystallised from cyclohexane

出典と根拠

ORDレコード
ord-2fe6a8d86ca04cd3b6e67735484b1f46
出典データセット
uspto-grants-2013_07
特許番号
US08492440B2

反応ノート

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