Ethanol → HCID 10750086, compound

HRID 331233Notes

Reaction equation

HRID 331233 reaction equation
CS(O[CH2:6][CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[O:10][CH2:9][CH2:8]1)(=O)=O.[C-]#[N:18].[K+].[CH2:20](O)[CH3:21]>>[O:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]([CH2:6][CH2:21][C:20]#[N:18])[CH2:8][CH2:9]1

Participants

4

Reactant 3

HCID 702EthanolHCID 9032Potassium CyanideHCID 86641630HCID 86641630, compound

Product 1

HCID 10750086HCID 10750086, compound

Procedure

To a solution of chroman-4-ylmethyl methanesulfonate in ethanol (650 ml) was added potassium cyanide (9.23 g), and the mixture was stirred with heating under reflux for 15 hr. After cooling to room temperature, the mixture was concentrated under reduced pressure, water was added to the obtained residue, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated to give 3-chroman-4-ylpropionitrile.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for 15 hr
  3. concentrationthe mixture was concentrated under reduced pressure, water
  4. additionwas added to the obtained residue
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed with water and saturated brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-48b73a7bc6f244ea83dede7450a390d9
Source dataset
uspto-grants-2014_11
Patent number
US08877779B2

Reaction notes

Loading…