Ethyl Acetate → 2-Ethyl-3-hydroxy-4-ethoxycarbonylbut-1-ene

HRID 435067

反応式

HRID 435067 の反応式
[Li].[C:2]([O:5][CH2:6][CH3:7])(=[O:4])[CH3:3].[CH:8]([C:10]([CH2:12][CH3:13])=[CH2:11])=[O:9].[Cl-].[NH4+]>N.C(OCC)C>[CH2:12]([C:10]([CH:8]([OH:9])[CH2:3][C:2]([O:5][CH2:6][CH3:7])=[O:4])=[CH2:11])[CH3:13]

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 70203EthylacroleinHCID 3028194Lithium

生成物 1

HCID 204906852-Ethyl-3-hydroxy-4-ethoxycarbonylbut-1-ene収率 23.6%

試薬・触媒・溶媒 2

HCID 222Ammonia溶媒HCID 3283Diethyl Ether溶媒

実験手順

2.2 g Lithium metal was dissolved in 200 ml of liquid ammonia containing a trace of ferric nitrate, and 21 g (23.5 ml) of ethyl acetate was added. The mixture was stirred for two minutes and 2-formylbut-1-ene (19 g) in diethyl ether (60 ml) was added over 10 minutes at the reflux temperature of the mixture. Stirring was continued for a further 30 minutes, a slight excess of ammonium chloride was added to the reaction mixture and the ammonia was evaporated off. The residue was extracted with diethyl ether, was washed with dilute hydrochloric acid and then with brine, was dried, was evaporated and was distilled at 110°-120° C./10 mm Hg to give 9.2 g (24%) of 2-ethyl-3-hydroxy-4-ethoxycarbonylbut-1-ene (approximately 90% pure).

後処理

  1. additionwas added
  2. stirringStirring
  3. waitwas continued for a further 30 minutes
  4. customthe ammonia was evaporated off
  5. extractionThe residue was extracted with diethyl ether
  6. washwas washed with dilute hydrochloric acid
  7. dry with materialwith brine, was dried
  8. customwas evaporated
  9. distillationwas distilled at 110°-120° C./10 mm Hg

出典と根拠

ORDレコード
ord-9473dc887f584f499a445efb3f824622
出典データセット
uspto-grants-1983_08
特許番号
US04400198

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