Ammonium Acetate → HCID 23035024, compound

HRID 1607864Notes

Reaction equation

HRID 1607864 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13](=O)[CH3:14])=[CH:8][CH:7]=1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:22].[Na+]>CO>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([NH2:22])[CH3:14])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 22168537HCID 22168537, compound

Product 1

HCID 23035024HCID 23035024, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1.36 g sample of 4-(3-chloropropoxy)phenylacetone, prepared above, was dissolved in 200 mL of methanol. To this was added 7.71 g of ammonium acetate followed by 0.76 g sodium cyanoborohydride with stirring. After 5 hours, the solvent was evaporated in vacuo, the residue was dissolved in 150 mL diethylether and 200 ml of 1N hydrochloric acid solution. The aqueous phase was separated and washed with a second portion of diethylether, basified to a pH of 10-12 with 6N sodium hydroxide, and extracted with three, 100 mL portions of diethylether. The basic ether extracts were combined, dried, and evaporated to dryness in vacuo to yield1.11 g of a yellow oil.

Workup

  1. customthe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in 150 mL diethylether
  3. customThe aqueous phase was separated
  4. washwashed with a second portion of diethylether
  5. extractionextracted with three, 100 mL portions of diethylether
  6. customdried
  7. customevaporated to dryness in vacuo to yield1.11 g of a yellow oil

Sources & evidence

ORD record
ord-55c51a1f91354c38ba533e07d7f17243
Source dataset
uspto-grants-1989_09
Patent number
US04868132

Reaction notes

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