Hydrochloric Acid → 92188-54-0

HRID 1638735Notes

Reaction equation

HRID 1638735 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[N:12][OH:13])[CH3:11])=[CH:5][CH:4]=1.[ClH:14].[BH3-]C#N.[Na+]>CO>[ClH:14].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:12][OH:13])[CH3:11])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid3×HCID 5785722-Propanone, 1-(4-methoxyphenyl)-, oximeHCID 5003444Sodium cyanoborohydride

Product 1

HCID 1407493892188-54-0

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

23.7 g (0.13 mol) of 4-methoxyphenylacetone oxime were dissolved in 200 ml of methanol and the solution was brought to pH 3 with dilute hydrochloric acid. 8.3 g (0.13 mol) of NaBH3CN were then introduced in portions, the pH being kept at 3 by simultaneous addition of dilute hydrochloric acid. The mixture was subsequently stirred overnight at room temperature, the pH was brought to 1 with hydrochloric acid and the mixture was evaporated. The aqueous residue was extracted with methylene chloride (3×100 ml). The combined organic phases were washed with water (3×25 ml), dried over Na2SO4 and evaporated. Yield 23.3 g (80% of theory), melting point 124° C.

Workup

  1. customthe mixture was evaporated
  2. extractionThe aqueous residue was extracted with methylene chloride (3×100 ml)
  3. washThe combined organic phases were washed with water (3×25 ml)
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-01dadd4a844949f7a5559bddf1e9956e
Source dataset
uspto-grants-1989_11
Patent number
US04880840

Reaction notes

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