Pyridine → HCID 14157118, compound

HRID 845129Notes

Reaction equation

HRID 845129 reaction equation
Cl[C:2]([O:4][CH:5]([Cl:7])[CH3:6])=[O:3].N1C=CC=CC=1.[CH3:14][CH:15]([CH2:18][CH3:19])[CH2:16][OH:17]>ClCCl>[C:2](=[O:3])([O:17][CH2:16][CH:15]([CH3:14])[CH2:18][CH3:19])[O:4][CH:5]([Cl:7])[CH3:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 87232-Methyl-1-butanolHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 14157118HCID 14157118, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

In 70 ml of dichloromethane are dissolved 13 ml of 2-methyl-1-butanol and 17 g of 1-chloroethyl chloroformate, and the solution is cooled to 0° C. With stirring, a solution of 9.6 ml of pyridine in 30 ml of dichloromethane is added dropwise, and the mixture is stirred for 30 minutes. The salt precipitate is collected by filtration and the filtrate is washed with two 200-ml portions of water and dried over anhydrous sodium sulfate. The solvent is then distilled off under reduced pressure and the residue is further distilled under reduced pressure to give 12.5 g of 1-chloroethyl 2-methylbutyl carbonate.

Workup

  1. stirringthe mixture is stirred for 30 minutes
  2. filtrationThe salt precipitate is collected by filtration
  3. washthe filtrate is washed with two 200-ml portions of water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent is then distilled off under reduced pressure
  6. distillationthe residue is further distilled under reduced pressure

Sources & evidence

ORD record
ord-b3070be7085240f79907b62ae9cbb499
Source dataset
uspto-grants-1988_07
Patent number
US04755598

Reaction notes

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