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

HRID 2413374노트

반응식

HRID 2413374 반응식
[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]

참가 물질

4

반응물 2

HCID 110625572-(1-hydroxy-3-butenyl)-5-methyl furanHCID 22644153HCID 22644153, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-9dd23631aaf7492285f5caaf66861f4f
출처 데이터셋
uspto-grants-1985_01
특허 번호
US04496767

반응 노트

불러오는 중…