3,5-Dinitrobenzoyl chloride → Benzoic acid, 3,5-dinitro-, hexyl ester

HRID 1582851Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[CH2:16]([OH:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>>[CH2:16]([O:22][C:7](=[O:8])[C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

Reactant 2

HCID 74323,5-Dinitrobenzoyl chloride

HCID 81031-Hexanol

Product 1

HCID 139162Benzoic acid, 3,5-dinitro-, hexyl esterYield 85%

Procedure

Using 3,5-dinitrobenzoyl chloride (74.3 g, 322.5 mmol) and hexyl alcohol (33.0 g, 323.6 mmol), n-hexyl-3,5-dinitrobenzoate was obtained (81.1 g, yield: 85%) in the same manner as in Example 1.

Sources & evidence

ORD record: ord-86469fad506548b1a980dbbe58cb3dbb
Source dataset: uspto-grants-2004_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06740371B1

Reaction notes

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