1,2-Dichloroethane → HCID 23187199, compound

HRID 1488883Notes

Reaction equation

HRID 1488883 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

5

Reactant 4

HCID 111,2-DichloroethaneHCID 240BenzaldehydeHCID 1049PyridineHCID 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

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

Sources & evidence

ORD record
ord-ccfd106bb3394beeb64d592f43a11b22
Source dataset
uspto-grants-1997_10
Patent number
US05676925

Reaction notes

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