Hydrochloric Acid → Methyl 2-chloromethyl-2,6-diaminohexanoate dihydrochloride

HRID 1607747Notes

Reaction equation

HRID 1607747 reaction equation
[Cl:1][CH2:2][C:3]([N:20]=CC1C=CC=CC=1)([CH2:8][CH2:9][CH2:10][CH2:11][N:12]=CC1C=CC=CC=1)[C:4]([O:6][CH3:7])=[O:5].[ClH:28]>CCOCC>[ClH:1].[ClH:28].[Cl:1][CH2:2][C:3]([NH2:20])([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14231032Methyl 2-chloromethyl-2,6-bis(benzylideneamino)hexanoate

Product 1

HCID 14231034Methyl 2-chloromethyl-2,6-diaminohexanoate dihydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of methyl 2-chloromethyl-2,6-bis(benzylideneamino)hexanoate (2.85 g, 7.4 mmol) in ether (6 ml), is added 1N HCl (20 ml) under vigorous stirring. The reaction mixture is stirred overnight at room temperature and then extracted with ether. The aqueous phase is evaporated to dryness under vacuo to afford methyl 2-chloromethyl-2,6-diaminohexanoate dihydrochloride as an oily and hygroscopic residue (2.05 g).

Workup

  1. extractionextracted with ether
  2. customThe aqueous phase is evaporated to dryness under vacuo

Sources & evidence

ORD record
ord-4a9d26bf3482475382d5061006d5143d
Source dataset
uspto-grants-1989_09
Patent number
US04866206

Reaction notes

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