反応式
[CH3:1][C:2]1([CH3:12])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([OH:11])[C:4]=2[O:3]1.[N+:13]([O-])([OH:15])=[O:14]>CCOCC>[CH3:1][C:2]1([CH3:12])[CH2:6][C:5]2[C:7]([N+:13]([O-:15])=[O:14])=[CH:8][CH:9]=[C:10]([OH:11])[C:4]=2[O:3]1参加物
実験手順
To a solution of 2,3-dihydro-2,2-dimethyl-7-benzofuranol (16.4 g, 0.1 mol) in 150 ml of ether, 70% nitric acid (9.0 g, 0.1 mol) was slowly dropwise added at room temperature. The reaction solution was stirred for further 20 minutes, then washed with water, dried over anhydrous sodium sulfate and concentrated. The solid substance thereby obtained, was repeatedly recrystallized from hexane-ethyl acetate, whereby 6.2 g of 2,3-dihydro-2,2-dimethyl-4-nitro-7-benzofuranol and 6.0 g of 2,3-dihydro-2,2-dimethyl-6-nitro-7-benzofuranol as its 6-nitro isomer, were obtained. The melting points of these products were 164°-165° C. and 125°-126° C., respectively. Further, the structures of these intermediate phenols were confirmed by 1H-NMR spectra. 2,3-Dihydro-2,2-dimethyl-4-nitro-7-benzofuranol thus obtained, was reacted with O-ethyl-S-n-propylthiophosphoryl chloride in the same manner as in Example 1, whereby the compound (No. 6) identified in Table 1 was obtained.
後処理
- washwashed with water
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated
- customThe solid substance thereby obtained
- customwas repeatedly recrystallized from hexane-ethyl acetate, whereby 6.2 g of 2,3-dihydro-2,2-dimethyl-4-nitro-7-benzofuranol and 6.0 g of 2,3-dihydro-2,2-dimethyl-6-nitro-7-benzofuranol as its 6-nitro isomer
- customwere obtained
- customwere 164°-165° C. and 125°-126° C.
出典と根拠
- ORDレコード
- ord-8d2de82983b340b4a7879658e800ad51
- 出典データセット
- uspto-grants-1985_12
- 特許番号
- US04560682
関連ノート
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