2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 1,2,3,4-Tetrahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene

HRID 1154770ノート

反応式

HRID 1154770 の反応式
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]2[C:4]=1[CH2:5][C:6]1[CH:7]3[O:19][CH:10]([C:11]=1[CH2:12]2)[C:9](=[CH2:20])[C:8]3=[CH2:21].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]2[C:4]=1[CH:5]=[C:6]1[C:11](=[CH:12]2)[CH:10]2[O:19][CH:7]1[C:8](=[CH2:21])[C:9]2=[CH2:20]

参加物

4

反応物 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 133409781,2,3,4,9,10-Hexahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene

生成物 1

HCID 126711181,2,3,4-Tetrahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene収率 98%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 2 g (7.1 mmol) of 1,2,3,4,9,10-hexahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene, 1.77 g (7.8 mmol) of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and 30 ml of benzene was stirred at room temperature under nitrogen for 30 minutes. The precipitate formed was filtered off and washed with benzene, the benzene solution was washed with two 30 ml portions of saturated aqueous sodium hydrogen sulphite solution and two 30 ml portions of water, dried over sodium sulphate and concentrated to dryness. By recrystallisation from diethyl ether/tetrahydrofuran/methylene chloride (4:1:2) there were obtained 1.95 g (98%) of 1,2,3,4-tetrahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene of melting point 205°-206° C. in the form of white crystals.

後処理

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. washwashed with benzene
  4. washthe benzene solution was washed with two 30 ml portions of saturated aqueous sodium hydrogen sulphite solution and two 30 ml portions of water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated to dryness
  7. customBy recrystallisation from diethyl ether/tetrahydrofuran/methylene chloride (4:1:2) there

出典と根拠

ORDレコード
ord-8c60cba2c9e943f3929e6cc57aa1c3c0
出典データセット
uspto-grants-1981_11
特許番号
US04298535

反応ノート

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