Thionyl Chloride → 2-Methoxy-4-(1-acetyl-4-piperidyloxy)benzoyl chloride

HRID 1292342Notes

Reaction equation

HRID 1292342 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][N:16]([C:19](=[O:21])[CH3:20])[CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6].S(Cl)([Cl:24])=O>C1COCC1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][N:16]([C:19](=[O:21])[CH3:20])[CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5]([Cl:24])=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 189141452-Methoxy-4-(1-acetyl-4-piperidyloxy)benzoic acid

Product 1

HCID 189141812-Methoxy-4-(1-acetyl-4-piperidyloxy)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Methoxy-4-(1-acetyl-4-piperidyloxy)benzoic acid (0.546 g, 1.86 mmol) in THF (10 ml) was stirred under nitrogen and treated with thionyl chloride (0.27 ml, 0.44 g, 3.7 mmol). The mixture was stirred at ambient temperature for 18 hours, then concentrated in vacuo to give 2-methoxy-4-(1-acetyl-4-piperidyloxy)benzoyl chloride.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bb3521b71abe4b33bb12b5b60ad74aa5
Source dataset
uspto-grants-1998_05
Patent number
US05756504

Reaction notes

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