Hydrochloric Acid → HCID 21840616, compound

HRID 1739164Notes

Reaction equation

HRID 1739164 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][C:6]([CH3:11])=[C:5]2[CH2:12][C:13]([OH:15])=[O:14].CO[C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1.[CH3:26][O-].[Na+].Cl>CO>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[C:22](\[O:23][CH3:26])/[C:21]1[CH:24]=[CH:25][CH:18]=[CH:19][CH:20]=1)/[C:6]([CH3:11])=[C:5]2[CH2:12][C:13]([OH:15])=[O:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 312444-MethoxybenzaldehydeHCID 30156085-Fluoro-2-methyl-1H-indene-3-acetic acidHCID 10942334Sodium Methoxide

Product 1

HCID 21840616HCID 21840616, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-fluoro-2-methyl-3-indenylacetic acid (15 g, 0.072 mol), p-methoxybenzaldehyde (12.39 g, 0.091 mol) and sodium methoxide (13.0 g, 0.24 mol) are heated in methanol (200 ml) at 60° C. under nitrogen with stirring for 6 hours. After cooling, the reaction mixture is poured into 750 ml of ice-water, and is acidified with 2.5 N hydrochloric acid. The collected solid is triturated with a little ether to produce (Z)-5-fluoro-2-methyl-1-(-methoxybenzylidene)-3-indenylacetic acid (m.p. 184-186° C.).

Workup

  1. temperatureAfter cooling
  2. customThe collected solid is triturated with a little ether

Sources & evidence

ORD record
ord-0f327ab7e38a4de2a52b9ad34bf9e6b9
Source dataset
uspto-grants-1999_10
Patent number
US05965619

Reaction notes

Loading…