Pyridine → 2-[(1,1-Dimethylethyl)oxy]-6-chlorobenzoyl chloride

HRID 374961Notes

Reaction equation

HRID 374961 reaction equation
[CH3:1][C:2]([O:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:7]=1[C:8](O)=[O:9])([CH3:4])[CH3:3].N1C=CC=CC=1.C(Cl)(=O)C([Cl:25])=O>C(#N)C>[CH3:1][C:2]([O:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:7]=1[C:8]([Cl:25])=[O:9])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 1049PyridineHCID 65578Oxalyl chlorideHCID 189963762-[(1,1-Dimethylethyl)oxy]-6-chlorobenzoic acid

Product 1

HCID 189963812-[(1,1-Dimethylethyl)oxy]-6-chlorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-[(1,1-dimethylethyl)oxy]-6-chlorobenzoic acid (68.6 mg, 0.3 mmol) was weighed into a 1 dram septum-capped vial containing a micro stir bar under nitrogen. Dry acetonitrile (300 microliter), dry pyridine (24 microliter, 0.3 mmol) and oxalyl chloride (26 microliter, 0.3 mmol) were added in order to the vial using microliter syringes. The yellow homogeneous solution was stirred for 30 minutes to afford a solution of 2-[(1,1-dimethylethyl)oxy]-6-chlorobenzoyl chloride.

Workup

  1. customseptum-capped vial
  2. additioncontaining a micro stir bar under nitrogen

Sources & evidence

ORD record
ord-8b539eb3fffa421bbe814e73e4d9a995
Source dataset
uspto-grants-1996_01
Patent number
US05482974

Reaction notes

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