Formamidine acetate → HCID 178420872, 화합물

HRID 926268노트

반응식

HRID 926268 반응식
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

참가 물질

5

반응물 2

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

생성물 1

HCID 178420872HCID 178420872, 화합물수율 18.6%

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 962Water용매

반응 조건

온도
135 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-82dd285b7bfa41d2a8526825813d6704
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284331B2

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