Hydrochloric Acid → Methyl 6-acetamidohexanoate

HRID 604202Notes

Reaction equation

HRID 604202 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:11])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH2:10].N1C=CC=CC=1.[C:18](Cl)(=[O:20])[CH3:19].Cl>C(Cl)Cl.C(Cl)(Cl)Cl>[C:18]([NH:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]([O:3][CH3:2])=[O:11])(=[O:20])[CH3:19]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6367Acetyl chlorideHCID 11499324Methyl 6-aminohexanoate hydrochloride

Product 1

HCID 13718774Methyl 6-acetamidohexanoate

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

6-Aminohexanoic acid methyl ester hydrochloride (5 g) is dissolved in methylene chloride (20 ml) and thereto are added pyridine (4.5 ml) and acetyl chloride (2 ml), and the mixture is stirred at room temperature for 1 hour and 45 minutes. To the reaction solution are added a 1N-hydrochloric acid and chloroform, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give methyl 6-acetylamino-hexanoate (5.19 g) as a crude product. MS (m/z): 188 [M+H]+

Workup

  1. customthe mixture is separated
  2. washthe organic layer is washed with a saturated brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-406e1e4503ff4a0baef6094958b54c76
Source dataset
uspto-grants-2011_03
Patent number
US07906517B2

Reaction notes

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