Hydrochloric Acid → HCID 9944111, compound

HRID 2253350Notes

Reaction equation

HRID 2253350 reaction equation
[BH4-].[Na+].[CH3:3][C:4]([O:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]([CH3:23])[C:17]=1[CH3:24])([CH3:14])[C:5]([C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1)=[O:6].Cl>[OH-].[Na+].CO>[CH3:14][C:4]([O:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]([CH3:23])[C:17]=1[CH3:24])([CH3:3])[CH:5]([C:7]1[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=1)[OH:6]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 9879261HCID 9879261, compound

Product 1

HCID 9944111HCID 9944111, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
35 °C

Procedure

A solution of sodium borohydride (25.7 g) in 0.1N NaOH (202 mL) was added dropwise to a suspension of 2-methyl-1-(4-methylphenyl)-2-(2,3,5-trimethylphenoxy)-1-propanone (251.9 g) in methanol (2519 mL). The mixture was stirred at 35° C. for 3 hours. After the mixture was adjusted to pH 7 by addition of 1N HCl under ice-cooling, methanol was distilled off, followed by extraction with toluene (2015 mL). The extract was washed, and the solvent was distilled off to quantitatively obtain the title compound as an oil (253.7 g).

Workup

  1. temperaturecooling
  2. distillationmethanol was distilled off
  3. extractionfollowed by extraction with toluene (2015 mL)
  4. washThe extract was washed
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-b02c06dabc7e4312a821568f664a0689
Source dataset
uspto-grants-2008_01
Patent number
US07323577B2

Reaction notes

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