Iodoethane → HCID 14692897、化合物

HRID 2248447ノート

反応式

HRID 2248447 の反応式
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:9]=[C:10]([CH:14]=[C:15]([Cl:18])[C:16]=1[F:17])[C:11]([OH:13])=[O:12].[CH2:19](I)[CH3:20]>CN(C)C=O>[Cl:7][C:8]1[CH:9]=[C:10]([CH:14]=[C:15]([Cl:18])[C:16]=1[F:17])[C:11]([O:13][CH2:19][CH3:20])=[O:12]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 199713033,5-Dichloro-4-fluorobenzoic acid

生成物 1

HCID 14692897HCID 14692897、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Potassium carbonate (36 g, 0.26 moles) was added to a stirred mixture of 3,5-dichloro-4-fluorobenzoic acid (27.6 g, 0.13 moles), ethyl iodide (41.2 g-0.26 moles) and dry dimethylformamide (300 ml) under nitrogen. The reaction was heated to 80° C. for 6 hours. The dimethylformamide was removed in vacuo and the residue treated with water (200 ml) acidified with dilute hydrochloric acid and extracted with ethylacetate (2×250 ml). The organic layer was washed with water, dried over magnesium sulphate and evaporated in vacuo, to give an orange oil which was purified by chromatography on silica, using a 4:1 mixture of petrol and diethylether as eluent. The pink oil obtained crystallised on standing, and washing with ice-cold 40-60 petrol gave white crystals of ethyl 3,5-dichloro-4-fluorobenzoate (29 g).

後処理

  1. customThe dimethylformamide was removed in vacuo
  2. additionthe residue treated with water (200 ml)
  3. extractionextracted with ethylacetate (2×250 ml)
  4. washThe organic layer was washed with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated in vacuo
  7. customto give an orange oil which
  8. customwas purified by chromatography on silica
  9. additiona 4:1 mixture of petrol and diethylether as eluent
  10. customThe pink oil obtained
  11. customcrystallised
  12. washwashing with ice-cold 40-60 petrol

出典と根拠

ORDレコード
ord-51c9ad5f91054bee866302c136578331
出典データセット
uspto-grants-1991_08
特許番号
US05039807

反応ノート

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