Hydrochloric Acid → Ethyl 2-ethylnorleucinate

HRID 1376407

Reaction equation

HRID 1376407 reaction equation
C(=[N:8][C:9]([CH2:19][CH3:20])([CH2:15][CH2:16][CH2:17][CH3:18])[C:10]([O:12][CH2:13][CH3:14])=[O:11])C1C=CC=CC=1.Cl>>[CH2:13]([O:12][C:10](=[O:11])[C:9]([NH2:8])([CH2:19][CH3:20])[CH2:15][CH2:16][CH2:17][CH3:18])[CH3:14]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 10107458Ethyl 2-benzylideneamino-2-ethylhexanoate

Product 1

HCID 42614420Ethyl 2-ethylnorleucinateYield 70%

Conditions

Temperature
10 °C

Procedure

A solution of the product from step (c) (1 mole) in 1N aqu. HCl (1.2 moles) was stirred for 10 minutes at room temperature, then washed with toluene. The pH of the remaining aqueous phase was adjusted to 7 using 12.5% w/v sodium hydroxide, then cooled to 10° C., further basified to pH 12 and extracted with toluene. The extracts were combined, washed with brine, dried and evaporated in vacuo. The residue was distilled to give the desired product as an oil (70-80% yield).

Workup

  1. washwashed with toluene
  2. extractionextracted with toluene
  3. washwashed with brine
  4. customdried
  5. customevaporated in vacuo
  6. distillationThe residue was distilled

Sources & evidence

ORD record
ord-39f8b6c166914f39ba69080cb69c09ee
Source dataset
uspto-grants-1997_09
Patent number
US05663165

Linked notes

Loading…