Quinone → 1,2,3,4,8a,9,10,10a-Octahydro-2,3-dimethylene-1,4-epoxyanthracene-5,8-dione

HRID 1154768노트

반응식

HRID 1154768 반응식
[CH2:1]=[C:2]1[C:7](=[CH2:8])[CH:6]2[O:9][CH:3]1[C:4](=[CH2:11])[C:5]2=[CH2:10].[C:12]1(=[O:19])[CH:17]=[CH:16][C:15](=[O:18])[CH:14]=[CH:13]1>C(Cl)(Cl)Cl>[CH2:11]=[C:4]1[C:5](=[CH2:10])[CH:6]2[O:9][CH:3]1[C:2]1[CH2:1][CH:17]3[CH:16]([CH2:8][C:7]=12)[C:15](=[O:18])[CH:14]=[CH:13][C:12]3=[O:19]

참가 물질

4

반응물 2

HCID 4650QuinoneHCID 1429962,3,5,6-Tetramethylidene-7-oxabicyclo[2.2.1]heptane

생성물 1

HCID 133409771,2,3,4,8a,9,10,10a-Octahydro-2,3-dimethylene-1,4-epoxyanthracene-5,8-dione수율 95%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2 g (13.7 mmol) of 2,3,5,6-tetramethylene-7-oxabicyclo[2.2.1]heptane, 1.47 g (13.7 mmol) of freshly sublimed p-benzoquinone and 20 ml of chloroform was heated at 80° C. for 5 hours under nitrogen. After cooling, the mixture was concentrated to dryness and recrystallised from acetone/methanol (4:1). There were obtained 3.28 g (95%) of 1,2,3,4,8a,9,10,10a-octahydro-2,3-dimethylene-1,4-epoxyanthracene-5,8-dione of melting point 147° C. (decomposition) in the form of yellow crystals.

후처리

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated to dryness
  3. customrecrystallised from acetone/methanol (4:1)

출처 및 근거

ORD 기록
ord-348e696a5cc44ef0938de0d38b1344c8
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04298535

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