Hydrochloric Acid → Benzyl 6-aminohexanoate hydrochloride

HRID 2407898Notes

Reaction equation

HRID 2407898 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])=O)(C)(C)C.[ClH:24].O1CCOCC1>C(Cl)Cl>[ClH:24].[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 12160267Benzyl 6-(tert-butoxycarbonylamino)hexanoate

Product 1

HCID 67401791Benzyl 6-aminohexanoate hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of benzyl 6-(tert-butoxycarbonylamino)hexanoate (1 eq) in DCM (0.17 M) was added 4M HCl in dioxane (30 eq). The resulting mixture was stirred at room temperature for 1 hour. The mixture was concentrated en vaccuo. The crude material was dissolved in DCM and precipitated in diethyl ether to give the product as a white solid.

Workup

  1. concentrationThe mixture was concentrated en vaccuo
  2. dissolutionThe crude material was dissolved in DCM
  3. customprecipitated in diethyl ether

Sources & evidence

ORD record
ord-b912767c73ed468d8d5dc2e718455185
Source dataset
uspto-grants-2014_08
Patent number
US08808703B2

Reaction notes

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