Dibromonaphthalic anhydride → Naphthalic anhydride

HRID 425134

Reaction equation

HRID 425134 reaction equation
BrC1C(Br)=C([C:12]([O:14][C:15]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[C:19](Br)[C:18]=2Br)=[O:16])=[O:13])C2C(C=1)=CC=CC=2>CCOCC>[CH:23]1[CH:22]=[C:21]2[C:26]3=[C:25]([C:12]([O:14][C:15](=[O:16])[C:17]3=[CH:18][CH:19]=[CH:20]2)=[O:13])[CH:24]=1

Participants

3

Reactant 1

HCID 87118624Dibromonaphthalic anhydride

Product 1

HCID 6693Naphthalic anhydride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The following morning thin-layer chromatography showed only a trace presence of the dibromonaphthalic anhydride. The reaction mixture was cooled to room temperature followed by the addition of 350 ml of ether. The triethylamine hydrobromide byproduct was removed by filtration. The filtrate was concentrated on the rotary evaporator, to give the diphenylethynyl derivative of the 1,8-naphthalic anhydride.

Workup

  1. customThe triethylamine hydrobromide byproduct was removed by filtration
  2. concentrationThe filtrate was concentrated on the rotary evaporator

Sources & evidence

ORD record
ord-a4c31501d93647848a5dd956a975d0b9
Source dataset
uspto-grants-2012_01
Patent number
US08106142B2

Linked notes

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