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

HRID 128585Notes

Reaction equation

HRID 128585 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-8b1f1758ce4e492db966f2df6ed7b336
Source dataset
uspto-grants-1995_11
Patent number
US05464788

Reaction notes

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