Epichlorohydrin → 2,2-Dimethyl-4-(naphthalen-1-yl)-7-[(oxiran-2-yl)methoxy]-2H-1-benzopyran

HRID 838908

反応式

HRID 838908 の反応式
[CH3:1][C:2]1([CH3:23])[CH:11]=[C:10]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]([OH:22])=[CH:7][CH:8]=2)[O:3]1.[CH2:24]([CH:26]1[O:28][CH2:27]1)Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[O:28]1[CH2:27][CH:26]1[CH2:24][O:22][C:6]1[CH:5]=[C:4]2[C:9]([C:10]([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[CH:14][CH:13]=3)=[CH:11][C:2]([CH3:23])([CH3:1])[O:3]2)=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 233307472,2-Dimethyl-4-(naphthalen-1-yl)-2H-1-benzopyran-7-ol

生成物 1

HCID 233307422,2-Dimethyl-4-(naphthalen-1-yl)-7-[(oxiran-2-yl)methoxy]-2H-1-benzopyran収率 86%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

2,2-Dimethyl-4-(1-naphthyl)-2H-chromen-7-ol (7.92g, 0.026 moles) and epichlorohydrin (28.5ml) were dissolved in acetone (50ml). Potassium carbonate (6.3g) was added and the mixture refluxed for 6 hours, allowed to cool and filtered. The acetone was removed in vacuo and the residue dissolved in ether, washed with water and dried. Removal of solvent gave the title product as an orange oil (8.1g, 86%) which was used in the next reaction without further purification.

後処理

  1. temperaturethe mixture refluxed for 6 hours
  2. temperatureto cool
  3. filtrationfiltered
  4. customThe acetone was removed in vacuo
  5. dissolutionthe residue dissolved in ether
  6. washwashed with water
  7. customdried
  8. customRemoval of solvent

出典と根拠

ORDレコード
ord-4871d60601414ac78158ac2981ebf75f
出典データセット
uspto-grants-1978_06
特許番号
US04093631

関連ノート

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