Hydrochloric Acid → Ethyl 2-ethylnorleucinate

HRID 342867

Reaction equation

HRID 342867 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>>[NH2:8][C:9]([CH2:19][CH3:20])([CH2:15][CH2:16][CH2:17][CH3:18])[C:10]([O:12][CH2:13][CH3:14])=[O:11]

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) (1mole) 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-f4b79fcdd4274acc9f776993d7dd934b
Source dataset
uspto-grants-1999_01
Patent number
US05859240

Linked notes

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