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

HRID 1943033ノート

反応式

HRID 1943033 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45162c75f6e34e56844dbd9ab2c14167
出典データセット
uspto-grants-2013_03
特許番号
US08389720B2

反応ノート

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