tert-Butylhydrazine monohydrochloride → HCID 21859122、化合物

HRID 1036372ノート

反応式

HRID 1036372 の反応式
C[N:2]([CH:4]=[C:5]1[C:11](=O)[CH2:10][CH2:9][CH2:8][CH2:7][C:6]1=[O:13])C.Cl.[C:15]([NH:19]N)([CH3:18])([CH3:17])[CH3:16]>C(O)CCC.C(O)(=O)C>[C:15]([N:19]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6](=[O:13])[C:5]=2[CH:4]=[N:2]1)([CH3:18])([CH3:17])[CH3:16]

参加物

5

反応物 2

HCID 81889tert-Butylhydrazine monohydrochlorideHCID 121330652-Dimethylaminomethylene-cycloheptane-1,3-dione

生成物 1

HCID 21859122HCID 21859122、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 2631-Butanol溶媒

実験手順

A solution of 1,3-cycloheptadione (2 g, mmol) was heated to reflux for 1 hour with dimethylforamide dimethylacetal (15 mL). The reaction mixture was concentrated and triturated with ether to yield 1.8 g of 2-dimethylaminomethylene-cycloheptane-1,3-dione. A solution of 2-dimethylaminomethylene-cycloheptane-1,3-dione (0.52 g, 2.9 mmol) and t-butylhydrazine hydrochloride (0.44 g, 3.5 mmol) in n-butanol (25 mL) and 0.3 mL of acetic acid was heated to reflux for 16 hours. The solvents were evaporated and the residue was chromatographed, eluting with 30% ethyl acetate/hexane to yield the title compound: 1H NMR (300 MHz, CDCl3) δ 7.85 (s, 1 H), 3.17 (m, 2 H), 2.68 (m, 2 H), 1.98 (m, 2 H), 1.89 (m, 2H) 1.68 (s, 9 H); MS (DCI/NH3) m/z 207 (M+H)+.

後処理

  1. temperatureto reflux for 16 hours
  2. customThe solvents were evaporated
  3. customthe residue was chromatographed
  4. washeluting with 30% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-6be5585fa13d410ba59d3d0cfa1ba4c1
出典データセット
uspto-grants-2013_10
特許番号
US08546410B2

反応ノート

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