Hydrochloric Acid → 2-(2,6-Difluoro-4-methoxyphenyl)malonic acid

HRID 82786ノート

反応式

HRID 82786 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([F:12])[C:5]=1[CH:13]([C:19]([O:21]CC)=[O:20])[C:14]([O:16]CC)=[O:15].Cl>CCOCC>[F:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([F:12])[C:5]=1[CH:13]([C:19]([OH:21])=[O:20])[C:14]([OH:16])=[O:15]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11174138Diethyl 2-(2,6-difluoro-4-methoxyphenyl)malonate

生成物 1

HCID 217064132-(2,6-Difluoro-4-methoxyphenyl)malonic acid収率 88%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

3M aq. NaOH (80 mL) was added to a solution of diethyl 2-(2,6-difluoro-4-methoxyphenyl)malonate, 6.30 g, 20.85 mmol) in Et2O (5 mL). The reaction mixture was heated at reflux until all the solid had dissolved. After cooling, the mixture was acidified with 3M aq. HCl and the product was extracted with EtOAc (2×100 ml). The combined organic layers were dried (MgSO4) and solvent was removed in vacuo to give the title compound as a tan coloured solid (4.50 g, 88%); mp 157° C. (dec); 1H NMR (270 MHz, DMSO-d6) 3.78 (3H, s, CH3), 4.72 (1H, s, CH), 6.70-6.79 (2H, m, ArH).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux until all the solid
  3. dissolutionhad dissolved
  4. temperatureAfter cooling
  5. extractionthe product was extracted with EtOAc (2×100 ml)
  6. dry with materialThe combined organic layers were dried (MgSO4) and solvent
  7. customwas removed in vacuo

出典と根拠

ORDレコード
ord-a003f24fa99042258fd3f48a4d32d03a
出典データセット
uspto-grants-2014_09
特許番号
US08846737B2

反応ノート

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