Ethanol → Carbonic acid, 1-chloroethyl ethyl ester

HRID 2295780Notes

Reaction equation

HRID 2295780 reaction equation
C([OH:3])C.N1[CH:9]=[CH:8]C=CC=1.Cl[C:11]([O:13][CH:14]([Cl:16])[CH3:15])=[O:12]>ClCCl>[C:11](=[O:3])([O:12][CH2:8][CH3:9])[O:13][CH:14]([Cl:16])[CH3:15]

Participants

5

Reactant 3

HCID 702EthanolHCID 1049PyridineHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 162095Carbonic acid, 1-chloroethyl ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethanol (2.3 g) was dissolved in dichloromethane (50 ml) and pyridine (4.0 g) was added. It was reacted with 1-chloroethyl chloroformate (7.5 g) as described above. On work up it gave 7.5 g of a pale mobile liquid (desired product). NMR (CDCl3) δ1.36 (3H, t, J=7 Hz, OCH2CH3), 1.88 (3H, d, J=7 Hz, ClCH2CH3), 4.36 (2H, q, J=7 Hz, OCH2CH3) and 6.41 (1H, q, J=7 Hz, CH3CHCl).

Sources & evidence

ORD record
ord-13d46f2e9a934632b745ebfe3271102b
Source dataset
uspto-grants-1984_01
Patent number
US04426391

Reaction notes

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