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Oxalyl chloride → 2,6-Di(propan-2-yl)benzoyl chloride

HRID 850281
Notes
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Reaction equation

HRID 850281 reaction equation
[CH:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:13]([CH3:15])[CH3:14])[C:5]=1[C:6](O)=[O:7])([CH3:3])[CH3:2].C(Cl)(=O)C([Cl:19])=O>CN(C)C=O>[CH:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:13]([CH3:15])[CH3:14])[C:5]=1[C:6]([Cl:19])=[O:7])([CH3:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 119589902,6-Diisopropylbenzoic acid

Product 1

HCID 130685852,6-Di(propan-2-yl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A mixture of 2,6-diisopropylbenzoic acid (12.8 g, 0.062 mol), oxalyl chloride (25 mL), and dimethylformamide (2 drops) was stirred overnight at room temperature. The volatiles were removed on the rotary evaporator and the residue dried to yield an orange oil, 12.65 g, 90.9%.

Workup

  1. customThe volatiles were removed on the rotary evaporator
  2. customthe residue dried
  3. customto yield an orange oil, 12.65 g, 90.9%

Sources & evidence

ORD record
ord-44d2c2261a20479093ddf08237117330
Source dataset
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06017905

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes