Pyridine → 1-Chloroethyl 1-methylethyl carbonate

HRID 2266638Notes

Reaction equation

HRID 2266638 reaction equation
[CH:1]([OH:4])([CH3:3])[CH3:2].Cl[C:6]([O:8][CH:9]([Cl:11])[CH3:10])=[O:7].N1C=CC=CC=1>C(OCC)C>[C:6](=[O:7])([O:4][CH:1]([CH3:3])[CH3:2])[O:8][CH:9]([Cl:11])[CH3:10]

Participants

5

Conditions

Temperature
0 °C

Procedure

0.66 g of isopropanol was added to 1.43 g of 1-chloroethyl chloroformate, and the solution was cooled to 0° C. in an ice-water bath. The mixture of 0.84 g of pyridine and 10 ml ethyl ether was added dropwise into the solution. The solution was reacted for 1 hour at that temperature, following 4 hours at room temperature. The reaction was stopped and the mixture was filtered, and the filtrate was washed respectively with 10% hydrochloric acid and water once. The organic phase was dried and concentrated to give 1.461 g of a light yellow liquid 1-chloroethyl isopropyl carbonate with a yield of 87.7%. The crude was directly used in the next reaction without purification.

Workup

  1. additionwas added dropwise into the solution
  2. customThe solution was reacted for 1 hour at that temperature
  3. filtrationthe mixture was filtered
  4. washthe filtrate was washed respectively with 10% hydrochloric acid and water once
  5. customThe organic phase was dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-95fc644ac2074a039db5959f556f3e6a
Source dataset
uspto-grants-2010_12
Patent number
US07858651B2

Reaction notes

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