Acetic Acid → 2-(4,4-Difluoropiperidin-1-YL)-2-phenylacetonitrile

HRID 1943033노트

반응식

HRID 1943033 반응식
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:9][C:10]1([F:16])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.[C-:17]#[N:18].[Na+].C(O)(=O)C>CO>[F:9][C:10]1([F:16])[CH2:15][CH2:14][N:13]([CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:17]#[N:18])[CH2:12][CH2:11]1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 240BenzaldehydeHCID 8929Sodium CyanideHCID 27583524,4-Difluoropiperidine

생성물 1

HCID 534187522-(4,4-Difluoropiperidin-1-YL)-2-phenylacetonitrile

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Benzaldehyde (1.284 ml, 12.63 mmol), 4,4-difluoropiperidine (1.53 g, 12.63 mmol), and NaCN (0.619 g, 12.63 mmol) were combined in MeOH (20 ml). Acetic acid (0.759 ml, 13.26 mmol) was added dropwise over 30 min via syringe pump and the mixture heated to reflux for 2 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was partitioned between water and CH2Cl2, the aqueous portion extracted 2×CH2Cl2, and the organic portion dried (Na2SO4) and concentrated in vacuo. The resulting material was used without further purification.

후처리

  1. temperaturethe mixture heated
  2. temperatureto reflux for 2 hours
  3. concentrationconcentrated in vacuo
  4. customThe residue was partitioned between water and CH2Cl2
  5. extractionthe aqueous portion extracted 2×CH2Cl2
  6. dry with materialthe organic portion dried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customThe resulting material was used without further purification

출처 및 근거

ORD 기록
ord-45162c75f6e34e56844dbd9ab2c14167
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389720B2

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