Oxalyl chloride → 4-(Cyclopropylmethoxy)-3-fluorobenzoyl chloride

HRID 2277194Notes

Reaction equation

HRID 2277194 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:14]=[CH:13][C:9]([C:10](O)=[O:11])=[CH:8][C:7]=2[F:15])[CH2:3][CH2:2]1.C(Cl)(=O)C([Cl:19])=O>C1COCC1.CN(C=O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:14]=[CH:13][C:9]([C:10]([Cl:19])=[O:11])=[CH:8][C:7]=2[F:15])[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 286047044-(Cyclopropylmethoxy)-3-fluorobenzoic acid

Product 1

HCID 867312534-(Cyclopropylmethoxy)-3-fluorobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(cyclopropylmethoxy)-3-fluorobenzoic acid (1.57 g) in THF (50 mL) were added oxalyl dichloride (0.982 mL) and DMF (2 drops), and the mixture was stirred at room temperature for 30 min. The solvent was evaporated under reduced pressure to give 4-(cyclopropylmethoxy)-3-fluorobenzoyl chloride. This compound was used for the next reaction without further purification.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5d20af099d34407f9ba706d37a4467ca
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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