Hydrochloric Acid → HCID 20273081, compound

HRID 371410Notes

Reaction equation

HRID 371410 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][CH2:11][C:10](=[O:13])[C:9]=2[CH:14]=1)=[O:4].[C:15]([C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH:21]=O)([OH:17])=[O:16].Cl.O>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][CH:11](/[CH:21]=[C:20]3/[CH2:19][C:18](=[CH:25][CH:24]=[CH:23]/3)[C:15]([OH:17])=[O:16])[C:10](=[O:13])[C:9]=2[CH:14]=1)=[O:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 120773-CarboxybenzaldehydeHCID 20199308HCID 20199308, compound

Product 1

HCID 20273081HCID 20273081, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Methoxycarbonylbenzofuran-3-(2H)one (4.9 g) was dissolved in warm dioxan (50 ml). 3-Carboxybenzaldehyde (4.5 g) was then added followed by concentrated hydrochloric acid (10 ml). The mixture was heated on a steam bath for 15 minutes with formation of yellow crystals. After cooling and addition of an equal volume of water, the crystalline product was filtered off and recrystallised from dimethylformamide to give the title compound, m.p. 280° C.

Workup

  1. temperatureThe mixture was heated on a steam bath for 15 minutes with formation of yellow crystals
  2. temperatureAfter cooling
  3. filtrationthe crystalline product was filtered off
  4. customrecrystallised from dimethylformamide

Sources & evidence

ORD record
ord-4b1c71e2b34448a485b2bb85e3fbce49
Source dataset
uspto-grants-1985_07
Patent number
US04532257

Reaction notes

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