Hydrochloric Acid → 7-Amino-2-propylheptanoic acid hydrochloride

HRID 325812Notes

Reaction equation

HRID 325812 reaction equation
C1(=O)[N:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([CH2:22][CH2:23][CH3:24])(C(OCC)=O)[C:12]([O:14]CC)=[O:13])C(=O)C2=CC=CC=C12.[ClH:31]>>[ClH:31].[NH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH2:22][CH2:23][CH3:24])[C:12]([OH:14])=[O:13]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13313505HCID 13313505, compound

Product 1

HCID 867393577-Amino-2-propylheptanoic acid hydrochloride

Conditions

Temperature
190 °C

Procedure

A mixture of diethyl 2-(5-phthalimidopentyl)-2-propylmalonate (6 g) and 26% hydrochloric acid (36 ml) was heated in a sealed tube at 190° C. for 4 hours. After cooling, insoluble substance was remeved by filtration. The filtrate was concentrated to dryness under reduced pressure and the residue was chromatographed on silica gel column. A fraction eluted with the upper phase of a mixture of butanol:acetic acid:water (4:1:5 volume by volume) was concentrated by dryness to give colorless sticky oil of the desired compound (yield 1.3 g).

Workup

  1. temperatureAfter cooling
  2. filtrationinsoluble substance was remeved by filtration
  3. concentrationThe filtrate was concentrated to dryness under reduced pressure
  4. customthe residue was chromatographed on silica gel column
  5. washA fraction eluted with the upper phase of a mixture of butanol:acetic acid:water (4:1:5 volume by volume)
  6. concentrationwas concentrated by dryness

Sources & evidence

ORD record
ord-abb4dffc39f2476d947189a08667135b
Source dataset
uspto-grants-1984_04
Patent number
US04443365

Reaction notes

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