Hydrochloric Acid → HCID 391074, compound

HRID 2360103Notes

Reaction equation

HRID 2360103 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:19])[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3O)=[CH:8][O:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+].O.Cl>C(O)C>[CH:4]1[CH:3]=[C:2]([OH:1])[CH:11]=[C:10]2[C:5]=1[CH:6]1[O:19][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[CH:7]1[CH2:8][O:9]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 15126656HCID 15126656, compound

Product 1

HCID 391074HCID 391074, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 7-hydroxy-3-(2-hydroxy-phenyl)-chromen-4-one (3 gm, 11.8 mmol) in absolute ethanol (30 ml) at 0° C. was added NaBH4 (2.7 gm, 70.8 mmol). The reaction mixture was then stirred for 24 hours at room temperature. The reaction was stopped by adding ice-cooled water and the solution was neutralized with 10% HCl to get the white precipitate. The white precipitate was washed with water and the purified by silica gel column chromatography using hexane-chloroform as the eluent to give 6a,11a-dihydro-6H-benzo[4,5]furo[3,2-c]chromen-3-ol (1.6 gm, 57%) as white solid.

Workup

  1. additionby adding ice-
  2. customto get the white precipitate
  3. washThe white precipitate was washed with water
  4. customthe purified by silica gel column chromatography

Sources & evidence

ORD record
ord-a37b6234711840be9fdcc4c2800ef89e
Source dataset
uspto-grants-2014_04
Patent number
US08686028B2

Reaction notes

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