N-benzyl-1-phenylethanimine → N-benzyl-1-phenylethylamine

HRID 1363475Notes

Reaction equation

HRID 1363475 reaction equation
[CH2:1]([N:8]=[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O[K])(C)(C)C>C(O)=O.CCN(CC)CC>[CH2:1]([NH:8][CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 297338N-benzyl-1-phenylethanimineHCID 178418922HCID 178418922, compound

Product 1

HCID 519427N-benzyl-1-phenylethylamineYield 23%

Reagents, catalysts & solvents 1

HCID 11084032Triethylammonium formateSolvent

Procedure

The catalyst of formula 1.3 (10 μmol) was added to N-benzyl acetophenone imine (1 mmol) and tBuOK (5.6 mg, 50 μmol) was added too. Now 0.5 ml of a HCO2H/Et3N (3:2) mixture was added and the solution was stirred under nitrogen at 400 C for 24 h. After 36 h at ambient temperature 23% N-benzyl-1-phenylethylamine had formed.

Workup

  1. additionwas added too

Sources & evidence

ORD record
ord-f7e11aea9203461594b2955906c84485
Source dataset
uspto-grants-2011_02
Patent number
US07884223B2

Reaction notes

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