Water → HCID 58320692, compound

HRID 1515369Notes

Reaction equation

HRID 1515369 reaction equation
[CH3:1][CH2:2][C:3]([C:5](Cl)=[O:6])=[O:4].C=[C:9]1[O:13][CH2:12]C[O:10]1.N1[CH:19]=[CH:18]C=CC=1.[OH2:20]>C(Cl)Cl>[O:13]1[CH2:12]/[C:1](=[CH:2]\[C:3](=[O:4])[C:5]([O:6][CH2:18][CH3:19])=[O:20])/[O:10][CH2:9]1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 11007880Butanoyl chloride, 2-oxo-HCID 117684952-METHYLENE-1,3-DIOXOLANE

Product 1

HCID 58320692HCID 58320692, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

The solution of ethyloxalyl chloride (10.3 g, 75.5 mmol) in CH2Cl2 (10 mL) was added at 0° C. to the solution of methylene dioxolane (6.5 g, 75.5 mmol) and pyridine (6.3 g, 80 mmol) in CH2Cl (80 mL). The reaction mixture was stirred for 10 hours at 5° C. and diluted with 200 ml of water. The product was extracted with 200 ml of hexane, the solution of hexane was dried with MgSO4 and concentrated by evaporation. This gave 11.9 g (85%) of the product, b.p. 106-110° C./0.5 mmHg.

Workup

  1. extractionThe product was extracted with 200 ml of hexane
  2. dry with materialthe solution of hexane was dried with MgSO4
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-a5537c31416c4e8abd352e75baddf41d
Source dataset
uspto-grants-2012_07
Patent number
US08222435B2

Reaction notes

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