1,3-Cyclohexanedione → 2-[(Dimethylamino)methylidene]cyclohexane-1,3-dione

HRID 22267

反応式

HRID 22267 の反応式
[C:1]1(=[O:8])[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH2:2]1.CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>>[CH3:11][N:12]([CH:14]=[C:2]1[C:3](=[O:7])[CH2:4][CH2:5][CH2:6][C:1]1=[O:8])[CH3:13]

参加物

3

反応物 2

HCID 104341,3-CyclohexanedioneHCID 78373Dimethylformamide dimethyl acetal

生成物 1

HCID 3593532-[(Dimethylamino)methylidene]cyclohexane-1,3-dione収率 72%

実験手順

1,3-Cyclohexanedione (11.2 g, 100 mmol) was suspended in dimethylformamide dimethylacetal (28 mL) and the mixture was heated at reflux for 1 h. The mixture was cooled to room temperature and the solvent was evaporated to provide an orange solid, which was recrystalized from ethyl acetate to provide 12 g (72%) of 2-dimethylaminomethylene-1,3-cyclohexanedione as light orange needles, mp 116°-118° C.; 1H NMR (CDCl3) δ8.05 (s, 1H), 3.40 (s, 3H), 3.19 (s, 3H), 2.26 (t, 4H), 1.95 (m, 1H).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 1 h
  3. customthe solvent was evaporated
  4. customto provide an orange solid, which
  5. customwas recrystalized from ethyl acetate

出典と根拠

ORDレコード
ord-d7bf89f8ae3d45218caf8a90bb91b8d2
出典データセット
uspto-grants-1995_06
特許番号
US05428040

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