Dibromonaphthalic anhydride → Naphthalic anhydride

HRID 560949Notes

Reaction equation

HRID 560949 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. customtriethylamine hydrobromide byproduct was removed by filtration
  2. concentrationThe filtrate was concentrated on the rotary evaporator

Sources & evidence

ORD record
ord-ee79eb69617e456a8906bb8d02ec4325
Source dataset
uspto-grants-2011_11
Patent number
US08063168B2

Reaction notes

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