Hydrochloric Acid → (R)-(+)-2-(2-furyl)-3-methyl-1-butanol

HRID 1655761ノート

反応式

HRID 1655761 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH:12]([CH:16]([CH3:18])[CH3:17])[C:13](O)=[O:14].Cl>CCOCC.O1CCCC1>[O:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C@H:12]([CH:16]([CH3:18])[CH3:17])[CH2:13][OH:14]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 197908462-(Furan-2-yl)-3-methylbutanoic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 22847751(R)-(+)-2-(2-furyl)-3-methyl-1-butanol収率 75%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

10.5 g (0.277 mol) of lithium aluminium hydride were suspended in 100 ml of absolute ether and treated while stirring within 10 minutes with 100 ml of absolute tetrahydrofuran. To this stirred suspension was added dropwise within 6-8 hours, while heating to reflux, 46.7 g (0.277 mol) of (+) 2-(2-furyl)-3-methylbutyric acid in 100 ml of absolute tetrahydrofuran. The reaction mixture was cooled and treated slowly with a 3N hydrochloric acid solution. The organic phase was separated, washed with water, dried and evaporated under reduced pressure. The remaining oil was distilled in a high vacuum, to obtain 32 g (75%) of (R)-(+)-2-(2-furyl)-3-methyl-1-butanol as a colorless liquid of 96% purity, boiling point 58°/39 Pa, [α]D20 =+2.5° (c=1%, ethanol).

後処理

  1. additiontreated
  2. additionTo this stirred suspension was added dropwise within 6-8 hours
  3. temperaturewhile heating
  4. temperatureto reflux
  5. temperatureThe reaction mixture was cooled
  6. customThe organic phase was separated
  7. washwashed with water
  8. customdried
  9. customevaporated under reduced pressure
  10. distillationThe remaining oil was distilled in a high vacuum

出典と根拠

ORDレコード
ord-abea6673995d4b5aad664fae5fb317e1
出典データセット
uspto-grants-1993_10
特許番号
US05250517

反応ノート

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