HCID 58778279, compound → HCID 58778267, compound

HRID 1371566Notes

Reaction equation

HRID 1371566 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][CH2:10][CH:11]([NH:18]C(=O)OC(C)(C)C)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>Cl.O1CCOCC1>[NH2:18][CH:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:10][NH:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 58778279HCID 58778279, compound

Product 1

HCID 58778267HCID 58778267, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl 2-(2-methoxyphenylamino)-1-phenylethylcarbamate (0.54 g, 1.6 mmol) was dissolved in 10 mL 4N HCl in dioxane. After one hour the reaction mixture was concentrated to dryness, taken up in ethyl acetate, and the organic layer washed with 1N NaOH and then dried over sodium sulfate and concentrated to give the free amine as a brown oil, 0.35 g, 1.45 mmol, 90% yield.

Workup

  1. concentrationAfter one hour the reaction mixture was concentrated to dryness
  2. washthe organic layer washed with 1N NaOH
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b58e375165594b9998db633d0057e312
Source dataset
uspto-grants-2007_01
Patent number
US07157476B2

Reaction notes

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