Oxalyl chloride → HCID 86649924, compound

HRID 1803218Notes

Reaction equation

HRID 1803218 reaction equation
[C:1]1([C:7]2([CH2:12][CH2:13][CH2:14][C:15]([OH:17])=O)[O:11][CH2:10][CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:21])=O>CCOCC.CN(C=O)C>[C:1]1([C:7]2([CH2:12][CH2:13][CH2:14][C:15]([Cl:21])=[O:17])[O:11][CH2:10][CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 22320912HCID 22320912, compound

Product 1

HCID 86649924HCID 86649924, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 3283Diethyl EtherSolvent

Procedure

Step AAH (2): To a solution of 4-(2-phenyl-1,3-dioxolan-2-yl)butanoic acid (490 mg, 2.07 mmol) in anhydrous Et2O (10 mL) was added oxalyl dichloride (526 mg, 4.15 mmol). Anhydrous DMF (2 drops) was added and the resulting mixture stirred at rt for 1 h. The crude reaction was concentrated in vacuo. The residue was diluted with toluene (10 mL) and reconcentrated to afford 4-(2-phenyl-1,3-dioxolan-2-yl)butanoyl chloride (2.07 mmol).

Workup

  1. customThe crude reaction
  2. concentrationwas concentrated in vacuo
  3. additionThe residue was diluted with toluene (10 mL)

Sources & evidence

ORD record
ord-5672f469c86a4c9382024e92224bafd9
Source dataset
uspto-grants-2013_01
Patent number
US08349880B2

Reaction notes

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