2-(1-hydroxy-3-butenyl)-5-methyl furan → 4-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

HRID 2413374ノート

反応式

HRID 2413374 の反応式
[CH3:1][C:2]1[O:11][C:5]([CH:6](O)[CH2:7][CH:8]=[CH2:9])=[CH:4][CH:3]=1.P([O-])([O-])(O)=[O:13].[K+].[K+].P(=O)(O)(O)O>O>[CH2:7]([CH:6]1[C:2]([OH:11])([CH3:1])[CH:3]=[CH:4][C:5]1=[O:13])[CH:8]=[CH2:9]

参加物

4

反応物 2

HCID 110625572-(1-hydroxy-3-butenyl)-5-methyl furanHCID 22644153HCID 22644153、化合物

生成物 1

HCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

In a four-necked flask equipped with a stirrer and a thermometer, there were charged 5-methyl-α-allylfurfuryl alcohol (I-1) (152 g), water (4560 g) and a buffer solution (5.1 g) comprising potassium monohydrogen phosphate/phosphoric acid adjusted to pH 4.8, and the mixture was stirred at 100° C. for 15 hours under a nitrogen stream. After completion of the reaction, the reaction mixture was cooled and extracted twice with methyl isobutyl ketone (600 ml). Removal of methyl isobutyl ketone from the extract gave a mixture (132.2 g) of 2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (II-1) and 2-allyl-4-hydroxy-3-methyl-2-cyclopentenone (III-1). Yield, 87%.

後処理

  1. customIn a four-necked flask equipped with a stirrer
  2. customAfter completion of the reaction
  3. temperaturethe reaction mixture was cooled
  4. extractionextracted twice with methyl isobutyl ketone (600 ml)
  5. customRemoval of methyl isobutyl ketone from the extract

出典と根拠

ORDレコード
ord-9dd23631aaf7492285f5caaf66861f4f
出典データセット
uspto-grants-1985_01
特許番号
US04496767

反応ノート

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