Nitric Acid → 5,6,7,8-Tetrahydro-1-nitro-2-naphthalenol

HRID 1756779ノート

反応式

HRID 1756779 の反応式
[C:1]1(O)[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[N+:12]([O-])([OH:14])=[O:13].CC[O:18]CC>>[N+:12]([C:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[OH:18])([O-:14])=[O:13]

参加物

4

反応物 3

HCID 944Nitric AcidHCID 3283Diethyl EtherHCID 682585,6,7,8-Tetrahydro-1-naphthol

生成物 1

HCID 49137365,6,7,8-Tetrahydro-1-nitro-2-naphthalenol

実験手順

To a solution of 25.9 g of 5, 6, 7, 8-tetrahydronaphthol in 210 ml of ether was dropwise added 60% nitric acid at 15°-20° C. with stirring in 1 hour, and the resultant mixture was stirred at room temperature for 3 hours. The reaction mixture was washed with water (6 times) and saturated saline and the organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was chromatographed on a column of silica gel, eluting with ethyl acetate/n-hexane (1:15) to give 10.12 g of 1-nitro-5, 6, 7, 8-tetrahydro-2-naphthol.

後処理

  1. customat 15°-20° C.
  2. washThe reaction mixture was washed with water (6 times) and saturated saline
  3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was chromatographed on a column of silica gel
  6. washeluting with ethyl acetate/n-hexane (1:15)

出典と根拠

ORDレコード
ord-5f361afd91c644e883cf16e3cd607238
出典データセット
uspto-grants-1995_08
特許番号
US05442060

反応ノート

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