Phthalaldehydic acid → HCID 53917442, compound

HRID 1886091Notes

Reaction equation

HRID 1886091 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][C:9]2=[O:12])=[CH:5][CH:4]=1.[CH:13]([C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([OH:19])=[O:18])=O.[OH-].[Na+].[NH4+].[Cl-]>CO.CC(O)=O>[C:17]([C:16]1[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=1[CH:13]=[C:8]1[CH2:7][C:6]2[C:10](=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:9]1=[O:12])([OH:19])=[O:18]

Participants

7

Reactant 4

HCID 8406Phthalaldehydic acidHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 3340366-Methoxy-1-Indanone

Product 1

HCID 53917442HCID 53917442, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of 6-methoxy-1-indanone (15 g, 93 mmol) and 2-formylbenzoic acid (14 g, 93 mmol) in MeOH (1 L) was added NaOH (47 ml, 5N). The mixture was stirred at r.t. for 20 hrs. NH4Cl solution was added and the resulting mixture was buffered to pH 6 with HOAc. The yellow solid was filtered, washed with H2O, and dried in air to give 25 g (92%) of the title compound.

Workup

  1. filtrationThe yellow solid was filtered
  2. washwashed with H2O
  3. customdried in air

Sources & evidence

ORD record
ord-f513458fbbe94114b0998a8a1d8fd1b1
Source dataset
uspto-grants-1992_09
Patent number
US05149703

Reaction notes

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