1,2-Dichloroethane → HCID 23187199, compound

HRID 482202Notes

Reaction equation

Cl[C:2]([O:4][CH:5]=[CH2:6])=[O:3].[CH:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.N1C=CC=CC=1.[Cl:21]CCCl>>[C:2](=[O:3])([O:4][CH:5]=[CH2:6])[O:14][CH:7]([Cl:21])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 4

HCID 111,2-Dichloroethane

HCID 240Benzaldehyde

HCID 1049Pyridine

HCID 78808Vinyl chloroformate

Product 1

HCID 23187199HCID 23187199, compoundYield 50%

Conditions

Temperature: 80 °C

Procedure

Vinyl chloroformate (3.0 g, 0.028 mol) and benzaldehyde (4.14 g, 0.039 mol) were dissolved in 1,2-dichloroethane (30 ml) and pyridine (0.1 g, 1.28 mol) was added dropwise to the stirred solution. The solution was stirred for 1 day at 80° C., washed with water (25 ml), and the aqueous phase was back extracted with methylene chloride (25 ml). The combined organic phases were dried (MgSO4) and concentrated to give 3.0 g (50%) of the title product.

Workup

washwashed with water (25 ml)
extractionthe aqueous phase was back extracted with methylene chloride (25 ml)
dry with materialThe combined organic phases were dried (MgSO4)
concentrationconcentrated

Sources & evidence

ORD record: ord-202ca5816f6940bfa493b31fa15d7c67
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05795562

Reaction notes

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