Oxalyl chloride → 2,2-dimethyltetrahydro-2H-pyran-4-carbonyl chloride

HRID 1398041Notes

Reaction equation

HRID 1398041 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([C:8](O)=[O:9])[CH2:5][CH2:4][O:3]1.C(Cl)(=O)C([Cl:15])=O>C(Cl)Cl.CN(C=O)C>[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([C:8]([Cl:15])=[O:9])[CH2:5][CH2:4][O:3]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 33376632,2-dimethyltetrahydro-2H-pyran-4-carboxylic acid

Product 1

HCID 122964132,2-dimethyltetrahydro-2H-pyran-4-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2,2-dimethyltetrahydro-2H-pyran-4-carboxylic acid (530 mg, 3.35 mmol) in 10 mL of DCM at 0° C. was added 1 drop of DMF followed by oxalyl chloride (0.33 mL, 3.69 mmol) and the reaction stirred at RT for 3 hrs. The reaction was then concentrated and used with out further purification.

Workup

  1. concentrationThe reaction was then concentrated
  2. customused with out further purification

Sources & evidence

ORD record
ord-206262bb2158422586947f5d7decc2a8
Source dataset
uspto-grants-2014_12
Patent number
US08901314B2

Reaction notes

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