Hydrochloric Acid → 8-Amino-octanoic acid methyl-butyl-amide

HRID 1417420Notes

Reaction equation

HRID 1417420 reaction equation
[CH3:1][N:2]([CH2:20][CH2:21][CH2:22][CH3:23])[C:3](=[O:19])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH:11]C(OC(C)(C)C)=O.Cl>O1CCOCC1>[CH3:1][N:2]([CH2:20][CH2:21][CH2:22][CH3:23])[C:3](=[O:19])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH2:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 537219698-(t-Butoxycarbonyl)amino-octanoic acid methyl-butyl-amide

Product 1

HCID 541906878-Amino-octanoic acid methyl-butyl-amide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Combine 8-(t-butoxycarbonyl)amino-octanoic acid methyl-butyl-amide and 4M hydrochloric acid in dioxane (10 mL). After 1 hour, the reaction mixture is evaporated to a residue. Partition the residue between toluene and 1M sodium hydroxide solution. Extract the aqueous layer with toluene. Combine the organic layers, dry over MgSO4, and filter to give the title compound as a toluene solution. Evaporate in vacuo to give the title compound.

Workup

  1. customthe reaction mixture is evaporated to a residue
  2. customPartition the residue between toluene and 1M sodium hydroxide solution
  3. extractionExtract the aqueous layer with toluene
  4. dry with materialdry over MgSO4
  5. filtrationfilter

Sources & evidence

ORD record
ord-1fb774483c154405bca8f0fa6a4001ad
Source dataset
uspto-grants-1999_03
Patent number
US05877202

Reaction notes

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