HCID 22048476, compound → HCID 22048466, compound

HRID 1830801Notes

Reaction equation

HRID 1830801 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][N:10]=[C:11]3[CH:16]=[CH:15][C:14]([CH:17]4OCC[O:18]4)=[CH:13][C:12]=23)[CH:5]=[CH:6][CH:7]=1>Cl.CO>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][N:10]=[C:11]3[CH:16]=[CH:15][C:14]([CH:17]=[O:18])=[CH:13][C:12]=23)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22048476HCID 22048476, compound

Product 1

HCID 22048466HCID 22048466, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A mixture of intermediate (12) (0.0941 mol) in HCl 6N (200 ml) and methanol (100 ml) was stirred and refluxed for 6 hours, cooled and poured out on ice. The precipitate was filtered off, washed with diethyl ether and dried, yielding 21.8 g (90%) of 3-(3-chlorophenyl)-2,1-benzisoxazole-5-carboxaldehyde (intermediate 13), mp. 148° C.

Workup

  1. temperaturerefluxed for 6 hours
  2. temperaturecooled
  3. additionpoured out on ice
  4. filtrationThe precipitate was filtered off
  5. washwashed with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-c22a5050bb7e45edabc8b098f571e269
Source dataset
uspto-grants-2006_06
Patent number
US07067531B2

Reaction notes

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