Succinic anhydride → Glutaric Acid

HRID 855493Notes

Reaction equation

[C:1]1(=O)[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.C1(=O)[O:14][C:12](=[O:13])CCC1.C1C2C(CO)C3C(=CC=CC=3)C=2C=CC=1>>[C:12]([OH:14])(=[O:13])[CH2:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5]

Participants

Reactant 3

HCID 7922Succinic anhydride

HCID 7940Glutaric anhydride

HCID 904669H-Fluorene-9-methanol

Product 1

HCID 743Glutaric Acid

Procedure

The mixed diesters (E) are readily prepared in two stages from succinic anhydride (r=2) or glutaric anhydride (r=3). In the first stage, the appropriate cyclic anhydride is reacted with 0.5 equivalents of 9-fluorenyl methanol to form the fluorenylmethyl mono-ester of succinic or glutaric acid. In the second stage, reaction of the mono-ester with pentafluorophenol under standard esterification conditions affords the mixed diester.

Sources & evidence

ORD record: ord-cd347e381e9849bd9f2176c875390570
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07262169B1

Reaction notes

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