[3-(2,5-Dichlorophenoxy)pentyl]methylcarbamic acid, 1,1-dimethylethyl ester → 3-(2,5-Dichlorophenoxy)-n-methyl-1-pentanamine hydrochloride

HRID 2183835Notes

Reaction equation

HRID 2183835 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:3]=1[O:4][CH:5]([CH2:17][CH3:18])[CH2:6][CH2:7][N:8](C)[C:9](=O)OC(C)(C)C>Cl.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:3]=1[O:4][CH:5]([CH2:17][CH3:18])[CH2:6][CH2:7][NH:8][CH3:9]

Participants

4

Reactant 1

HCID 86587540[3-(2,5-Dichlorophenoxy)pentyl]methylcarbamic acid, 1,1-dimethylethyl ester

Product 1

HCID 224756023-(2,5-Dichlorophenoxy)-n-methyl-1-pentanamine hydrochlorideYield 178.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

[3-(2,5-Dichlorophenoxy)pentyl]methylcarbamic acid, 1,1-dimethylethyl ester (180 mg, 0.487 mmol) was dissolved in 4M hydrogen chloride in dioxane (6 ml). The resulting solution was stirred at room temperature for 3 h, then the solvent was evaporated. The residue was recrystallised from diethyl ether/ethanol to give 130 mg (88%) of the title compound as a white solid.

Workup

  1. customthe solvent was evaporated
  2. customThe residue was recrystallised from diethyl ether/ethanol

Sources & evidence

ORD record
ord-6a1d9e09a10b4509a36d851450874ac7
Source dataset
uspto-grants-2005_05
Patent number
US06900243B2

Reaction notes

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