Hydrochloric Acid → METHYL 2-(4-(AMINOMETHYL)PHENYL)ACETATE HYDROCHLORIDE

HRID 1953003Notes

Reaction equation

HRID 1953003 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][CH:4]=1)#[N:2].[ClH:14].[H][H]>CO.[Pd]>[ClH:14].[CH3:13][O:12][C:10]([CH2:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:1][NH2:2])=[CH:4][CH:5]=1)=[O:11]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 1512619Methyl (4-cyanophenyl)acetateHCID 178418361HCID 178418361, compound

Product 1

HCID 23301759METHYL 2-(4-(AMINOMETHYL)PHENYL)ACETATE HYDROCHLORIDE

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 8.8 g (0.05 Mol) of methyl 4-cyanobenzene acetate in 200 ml of methanol was hydrogenated, after the addition of 50 ml of 1 N aqueous hydrochloric acid and 3 g of palladium on activated charcoal (10%), at ambient temperature under a hydrogen pressure of 3 bar until the uptake of hydrogen had ended. The solution freed from catalyst was evaporated down, the residue was combined with two batches of 50 ml of toluene and evaporated down again. 10.7 g (99% of theory) of a crude crystalline material was obtained which was used without further purification in the next step.

Workup

  1. customat ambient temperature
  2. customwas evaporated down
  3. customevaporated down again
  4. custom10.7 g (99% of theory) of a crude crystalline material was obtained which
  5. customwas used without further purification in the next step

Sources & evidence

ORD record
ord-8a064d04e48d430ab8b19ebb84afae13
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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