Hydrochloric Acid → HCID 19925675, compound

HRID 1647502Notes

Reaction equation

HRID 1647502 reaction equation
[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12](=[O:23])[CH2:13][O:14][C:15]3[CH:20]=[CH:19][C:18]([CH:21]=[O:22])=[CH:17][CH:16]=3)=[CH:9][C:8]=2[CH:24]=1)([CH3:3])[CH3:2].[BH4-].[Na+].Cl>CO>[OH:23][CH:12]([C:10]1[O:11][C:7]2[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:24][C:8]=2[CH:9]=1)[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][OH:22])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 19925663HCID 19925663, compound

Product 1

HCID 19925675HCID 19925675, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Isopropyl-2-(4-formylphenoxyacetyl)benzofuran (18.1 g) was dissolved in 200 ml of methanol. Sodium borohydride (2 g) was added thereto with stirring and cooling with ice and the mixture was stirred for 1 hour. The reaction mixture was poured into aqueous solution of hydrochloric acid and the crystals separated out therefrom were collected by filtration followed by recrystallization from ethyl acetate/n-hexane to give 16.5 g of crystals. M.p. 98°-100° C.

Workup

  1. temperaturecooling with ice
  2. stirringthe mixture was stirred for 1 hour
  3. customthe crystals separated out
  4. filtrationtherefrom were collected by filtration
  5. customfollowed by recrystallization from ethyl acetate/n-hexane

Sources & evidence

ORD record
ord-802506aa0e254bf2aeff73d94960a50e
Source dataset
uspto-grants-1995_07
Patent number
US05432195

Reaction notes

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