Oxalyl chloride → Oxane-4-carbonyl chloride

HRID 1257644Notes

Reaction equation

HRID 1257644 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[O:7]1[CH2:12][CH2:11]C(C(O)=O)[CH2:9][CH2:8]1>CN(C=O)C.C(Cl)Cl>[O:7]1[CH2:12][CH2:11][CH:1]([C:2]([Cl:4])=[O:3])[CH2:9][CH2:8]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 219302Oxane-4-carboxylic acid

Product 1

HCID 2795505Oxane-4-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (170 μL, 1.94 mmol) and DMF (2 drops) were added to a solution of tetrahydro-2H-pyran-4-carboxylic acid (84 mg, 0.64 mmol) in DCM (4 mL) and stirred for 1.5 hours. The reaction was concentrated under vacuum affording tetrahydro-pyran-4-carbonyl chloride. This was used with no further purification or analysis.

Workup

  1. concentrationThe reaction was concentrated under vacuum

Sources & evidence

ORD record
ord-cd569e701fd84f6c93f17abfaf068b88
Source dataset
uspto-grants-2013_06
Patent number
US08461328B2

Reaction notes

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