Acetic Acid → HCID 11703001, compound

HRID 2273819Notes

Reaction equation

HRID 2273819 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11](=[O:25])[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:16]=1[O:23][CH3:24])=[O:14].[BH4-].[Na+].C(O)(=O)C>C(O)CC>[CH3:24][O:23][C:16]1[CH:17]=[C:18]([O:21][CH3:22])[CH:19]=[CH:20][C:15]=1[CH:13]([OH:14])[CH2:12][CH:11]([C:4]1[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=1[O:2][CH3:1])[OH:25]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 59703532140-93-5HCID 4311764Sodium borohydride2×

Product 1

HCID 11703001HCID 11703001, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

1,3-Bis(2,4-dimethoxyphenyl)-propan-1,3-dione (8) (5 mg) was dissolved in 1-propanol (1 ml), followed by the addition of sodium borohydride (3 mg) and the mixture was allowed to react at room temperature for 3 hours. Upon completion of the reaction, 20% acetic acid (0.2 ml) was added to neutralize the excess sodium borohydride. The mixture was then separated on a pre-packed C18 column eluting with a MeOH/H2O gradient to provide 1,3-bis(2,4-dimethoxyphenyl)-propan-1,3-diol (9).

Workup

  1. customto react at room temperature for 3 hours
  2. additionwas added
  3. customThe mixture was then separated on a pre-packed C18 column
  4. washeluting with a MeOH/H2O gradient

Sources & evidence

ORD record
ord-2354dd90a9ce4ae3b04229960e3022fe
Source dataset
uspto-grants-2015_09
Patent number
US09126913B2

Reaction notes

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