Pyridine → HCID 13506639, compound

HRID 482198Notes

Reaction equation

HRID 482198 reaction equation
[CH2:1]([OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].N1C=CC=CC=1.Cl[C:19]([O:21][CH:22]([Cl:24])[CH3:23])=[O:20]>ClCCl>[C:19](=[O:20])([O:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[O:21][CH:22]([Cl:24])[CH3:23]

Participants

5

Reactant 3

HCID 1049PyridineHCID 81741-DecanolHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 13506639HCID 13506639, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of decanol (6.0 g, 7.23 mmol) in dichloromethane (150 ml) was added dry pyridine (3.66 ml, 45.6 mmol). The solution was cooled in an ice bath. To this was added 1-chloroethyl chloroformate (6.5 g, 45.6 mmol) dropwise. The reaction mixture was allowed to proceed overnight, diluted with dichloromethane and washed with 0.5N HCl solution, twice with a saturated sodium bicarbonate solution and finally with distilled water. The solvent was dried over magnesium sulphate, filtered through silica and concentrated to dryness.

Workup

  1. temperatureThe solution was cooled in an ice bath
  2. washwashed with 0.5N HCl solution, twice with a saturated sodium bicarbonate solution and finally with distilled water
  3. dry with materialThe solvent was dried over magnesium sulphate
  4. filtrationfiltered through silica
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-0c327a62b7d647198fc2bf36d377b55c
Source dataset
uspto-grants-1998_08
Patent number
US05795562

Reaction notes

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