Formamidine acetate → HCID 178420872、化合物

HRID 532895ノート

反応式

HRID 532895 の反応式
Br[CH2:2][C:3]([CH:5]1[CH2:8][CH2:7][CH2:6]1)=O.C(O)(=O)C.[CH:13]([NH2:15])=[NH:14]>C(O)CO.O>[CH:5]1([C:3]2[N:14]=[CH:13][NH:15][CH:2]=2)[CH2:8][CH2:7][CH2:6]1

参加物

5

反応物 2

HCID 160693Formamidine acetateHCID 110629402-Bromo-1-cyclobutylethan-1-one

生成物 1

HCID 178420872HCID 178420872、化合物収率 18.6%

試薬・触媒・溶媒 2

HCID 174Ethylene Glycol溶媒HCID 962Water溶媒

反応条件

温度
135 °C

実験手順

A mixture of 2-bromo-1-cyclobutylethanone (27.2 g, 154 mmol) and formamidine acetate (80.0 g, 768 mmol) in ethyleneglycol (150 mL) was heated to 135° C. for 18 h. The mixture was then diluted with H2O and then continuously extracted with Et2O for 18 h. The org. phase was then dried over Na2SO4, filtered and concentrated in vacuo. Purification by distillation in a Kugelrohr oven and flash chromatography (SiO2, DCM to DCM/MeOH 9:1) afforded the title compound (3.5 g). UPLC-MS: MS 123.1 (M+H+); UPLC rt 0.36 min.

後処理

  1. extractioncontinuously extracted with Et2O for 18 h
  2. dry with materialphase was then dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customPurification
  6. distillationby distillation in a Kugelrohr oven and flash chromatography (SiO2, DCM to DCM/MeOH 9:1)

出典と根拠

ORDレコード
ord-649ae49585044576bb69271bb17ed098
出典データセット
uspto-grants-2014_10
特許番号
US08853203B2

反応ノート

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