Pyridine → Chloromethyl isopropyl carbonate

HRID 2369652Notes

Reaction equation

HRID 2369652 reaction equation
[CH:1]([OH:4])([CH3:3])[CH3:2].Cl[C:6]([O:8][CH2:9][Cl:10])=[O:7].N1C=CC=CC=1>C(OCC)C>[C:6](=[O:7])([O:4][CH:1]([CH3:3])[CH3:2])[O:8][CH2:9][Cl:10]

Participants

5

Conditions

Temperature
0 °C

Procedure

1.32 g of isopropanol was added to 2.63 g of chloromethyl chloroformate, then 20 ml of ethyl ether was added and the mixture solution was cooled to 0° C. The solution of 1.659 g of pyridine in 10 ml of ethyl ether was added into the solution, and the mixture was reacted for 1 hour at that temperature, and then reacted at room temperature for 5 hours. The reaction was stopped, and the filtrate was washed respectively with diluted hydrochloric acid and water once. The organic phase was dried and concentrated to give crude 1-chloromethyl isopropyl carbonate, which was directly used in the next reaction without purification.

Workup

  1. customthe mixture was reacted for 1 hour at that temperature
  2. customreacted at room temperature for 5 hours
  3. washthe filtrate was washed respectively with diluted hydrochloric acid and water once
  4. customThe organic phase was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a25190a5f04a462188e46c7667ac5c39
Source dataset
uspto-grants-2014_04
Patent number
USRE044873E1

Reaction notes

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