2-(1-Naphthylmethylene)glutaric acid → 2-(1-Naphthylmethylene)glutaric anhydride

HRID 1768593Notes

Reaction equation

[C:1]1([CH:11]=[C:12]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[C:13]([OH:15])=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>C(OC(=O)C)(=O)C>[C:1]1([CH:11]=[C:12]2[CH2:16][CH2:17][C:18](=[O:19])[O:20][C:13]2=[O:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 60 °C

Procedure

100 ml of acetic anhydride were added to 10 g (37 mmole) of 2-(1-naphthylmethylene)glutaric acid (prepared as described above), and the mixture was stirred at 60° C. for 1 hour. At the end of this time, the solvent was removed by distillation under reduced pressure, and then a 1: 1 by volume mixture of benzene and hexane was added to the residue to precipitate crystals, which were collected by filtration to give 8.1 g of 2-(1-naphthylmethylene)glutaric anhydride.

Workup

customAt the end of this time, the solvent was removed by distillation under reduced pressure
additiona 1: 1 by volume mixture of benzene and hexane
additionwas added to the residue
customto precipitate crystals, which
filtrationwere collected by filtration

Sources & evidence

ORD record: ord-0012edcdc0884471980eb1a2de7bd824
Source dataset: uspto-grants-1995_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05378690

Reaction notes

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