Ethanol → Ethyl 2-(furan-2-yl)acetate

HRID 1395367ノート

反応式

HRID 1395367 の反応式
CO.[N+](C1C=[CH:10][CH:9]=[CH:8][C:7]=1[OH:12])([O-])=O.[C:13]([O:21]CC)([O:18][CH2:19][CH3:20])(OCC)[CH3:14].C(O)C>C(OCC)(=O)C>[O:12]1[CH:7]=[CH:8][CH:9]=[C:10]1[CH2:14][C:13]([O:18][CH2:19][CH3:20])=[O:21]

参加物

6

反応物 4

HCID 702EthanolHCID 887MethanolHCID 69472-NitrophenolHCID 66221Triethyl orthoacetate

生成物 1

HCID 11252124Ethyl 2-(furan-2-yl)acetate収率 377.8%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 60.8 g (0.4 mole) of the carbinol obtained according to letter (a) above, 11.1 g (0.08 mole) of o-nitro-phenol and 194.4 g (1.2 mole) of triethyl ortho-acetate were slowly heated during 8-10 h to 145°-150° under nitrogen atmosphere while stirring. Meanwhile, ethanol and ethyl acetate formed in the course of the reaction were gradually distilled off whereas the excess of triethyl ortho-acetate was recovered by vacuum distillation. The thus obtained residue was dissolved in petrol ether (b.p. 30°-50°) and the resulting solution was washed with 5% aqueous NaOH, dried over Na2SO4 and finally evaporated. 46.6 g (yield 52.5%) of the title ethyl furyl-acetate were obtained by fractional distillation. Purity ca. 35%; b.p. 65°-70°/0.2 Torr.

後処理

  1. temperaturewere slowly heated during 8-10 h to 145°-150° under nitrogen atmosphere
  2. distillationwere gradually distilled off whereas the excess of triethyl ortho-acetate
  3. distillationwas recovered by vacuum distillation
  4. dissolutionThe thus obtained residue was dissolved in petrol ether (b.p. 30°-50°)
  5. washthe resulting solution was washed with 5% aqueous NaOH
  6. dry with materialdried over Na2SO4
  7. customfinally evaporated

出典と根拠

ORDレコード
ord-58948c495ced47a495abaf2fa0bbebdb
出典データセット
uspto-grants-1980_05
特許番号
US04203907

反応ノート

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