1,4,5,8-Naphthalenetetracarboxylic acid → Naphthalene-1,4,5,8-tetracarboxylic 1,4-monoanhydride

HRID 1788831Notes

Reaction equation

HRID 1788831 reaction equation
C1C2C3=C4C(=CC=2)C=CC=C4C=CC3=CC=1.[C:17]1([C:36](O)=[O:37])[C:26]2[C:25]([C:27]([OH:29])=[O:28])=[CH:24][CH:23]=[C:22]([C:30]([OH:32])=[O:31])[C:21]=2[C:20]([C:33]([OH:35])=[O:34])=[CH:19][CH:18]=1>>[C:17]12[C:36](=[O:37])[O:35][C:33](=[O:34])[C:20]([C:21]3[C:22]([C:30]([OH:32])=[O:31])=[CH:23][CH:24]=[C:25]([C:27]([OH:29])=[O:28])[C:26]=31)=[CH:19][CH:18]=2

Participants

3

Reactant 2

HCID 314221,4,5,8-Naphthalenetetracarboxylic acidHCID 31423Pyrene

Product 1

HCID 13797305Naphthalene-1,4,5,8-tetracarboxylic 1,4-monoanhydride

Procedure

The 1,3,6,8-tetrabromopyrene is obtained in an amount of 564 parts and a purity of about 83%, which corresponds to a yield of about 2% of theory, based on 100% pure pyrene, which on further processing to naphthalene-1,4,5,8-tetracarboxylic acid gives 258 parts of naphthalene-1,4,5,8-tetracarboxylic 1,4-monoanhydride.

Sources & evidence

ORD record
ord-a6cb9adcc92d41e3970945481aec0a42
Source dataset
uspto-grants-1987_08
Patent number
US04684753

Reaction notes

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