2-[(Naphthalen-1-yl)methylidene]butanedioic acid → HCID 14608262, compound

HRID 542367Notes

Reaction equation

HRID 542367 reaction equation
[C:1]1([CH:11]=[C:12]([CH2:16][C:17]([OH:19])=[O:18])[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([CH2:11][CH:12]2[CH2:16][C:17](=[O:18])[O:19][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

3

Reactant 1

HCID 541426892-[(Naphthalen-1-yl)methylidene]butanedioic acid

Product 1

HCID 14608262HCID 14608262, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 24.5 g of 2-(1-naphthylmethylene)succinic acid in 260 ml of acetic anhydride was heated at 60° C. for 1 hour, and the reaction mixture was evaporated under reduced pressure. A mixture of benzene and hexane (1:1) was added to the residue, and the precipitated crystals were collected by filtration to obtain 16.0 g of 2-(1-naphthylmethyl)succinic anhydride as orange yellow crystals.

Workup

  1. customthe reaction mixture was evaporated under reduced pressure
  2. additionA mixture of benzene and hexane (1:1)
  3. additionwas added to the residue
  4. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-794014dcc8a249039cbff4562d3b76bf
Source dataset
uspto-grants-1987_04
Patent number
US04656269

Reaction notes

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