Tetrahydrofuran → 4-Phenylbut-3-en-2-ol

HRID 248659

反応式

HRID 248659 の反応式
[CH:1](=[CH:8][C:9](=[O:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCCC1>CO>[C:2]1([CH:1]=[CH:8][CH:9]([OH:11])[CH3:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 159094-Phenyl-3-Buten-2-one

生成物 1

HCID 151724-Phenylbut-3-en-2-ol収率 34.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In a 200 ml stainless steel autoclave were charged 5 g (34.2 mmole) of benzalacetone and 0.213 g (0.171 mmole) of ##STR24## synthesized in Example 4, and 3 ml of tetrahydrofuran and 2 ml of methanol were added thereto, followed by allowing the mixture to react at 30° C. under a hydrogen pressure of 50 kg/cm2 for 45 hours. The solvent was removed by distillation under reduced pressure (10 mmHg), and the reaction product was analyzed by GLC (PEG HT, 25 m, produced by Gasukuro Kogyo K.K.) to find the conversion to be 34.5%. The product was separated into the unreacted ketone and the hydrogenation product by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1 by volume) to obtain 1.73 g of 4-phenyl-3-buten-2-ol having a purity of 89%. [α]D25 : +18.1° (c=5, CS2).

後処理

  1. additionwere added
  2. customto react at 30° C. under a hydrogen pressure of 50 kg/cm2 for 45 hours
  3. customThe solvent was removed by distillation under reduced pressure (10 mmHg)
  4. customthe reaction product was analyzed by GLC (PEG HT, 25 m, produced by Gasukuro Kogyo K.K.)
  5. customThe product was separated into the unreacted ketone

出典と根拠

ORDレコード
ord-b002e14e106a49858d8bd9cb36bb48ea
出典データセット
uspto-grants-1993_05
特許番号
US05210332

関連ノート

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