1,2-Dichloroethane → 1-Chloropentyl phenyl carbonate

HRID 745038Notes

Reaction equation

HRID 745038 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[CH3:11][CH2:12][CH2:13][CH2:14][CH:15]=[O:16].N1C=CC=CC=1.[Cl:23]CCCl>>[C:2](=[O:3])([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[O:16][CH:15]([Cl:23])[CH2:14][CH2:13][CH2:12][CH3:11]

Participants

5

Reactant 4

HCID 111,2-DichloroethaneHCID 1049PyridineHCID 8063PentanalHCID 15891Phenyl chloroformate

Product 1

HCID 194227631-Chloropentyl phenyl carbonate

Conditions

Temperature
80 °C

Procedure

Phenyl chloroformate (2.0 g, 12.8 mmol) and n-valeraldehyde (1.3 g, 15.1 mmol) were dissolved in 1,2-dichloroethane (10 ml) and pyridine (0.06 g, 0.76 mmol) was added dropwise to the stirred solution. Stirred at 80° C. for 1 day. Washed with water (10 ml), dried (MgSO4) and concentrated. Purified by flash chromatography (Silikagel 60, petroleum ether/ethyl acetate 95:5). Yield: 0.26 g GC/MS: 242.0 (M+).

Workup

  1. washWashed with water (10 ml)
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customPurified by flash chromatography (Silikagel 60, petroleum ether/ethyl acetate 95:5)

Sources & evidence

ORD record
ord-87df1ef133f540b99621929f66460d45
Source dataset
uspto-grants-1996_09
Patent number
US05559266

Reaction notes

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