1-Phenethylamine, (-)- → HCID 69378823, compound

HRID 481160Notes

Reaction equation

HRID 481160 reaction equation
[CH3:1][C@H:2]([NH2:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:10]([O:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>COC(C)(C)C>[CH2:10]([O:17][C:18]1[CH:19]=[CH:20][C:21]([CH:22]=[N:9][C@@H:2]([CH3:1])[C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:24][CH:25]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 758181-Phenethylamine, (-)-HCID 78109Benzaldehyde, 4-(phenylmethoxy)-

Product 1

HCID 69378823HCID 69378823, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

0.11 g (0.93 mmol) of (S)-α-methylbenzylamine and 0.26 g (1.23 mmol) of 4-benzyloxybenzaldehyde are mixed in 4 ml of t-butyl methyl ether and stirred for three days at room temperature, and then evaporated under reduced pressure to give a residue, which was then washed with 5 ml of n-hexane, filtered, and dried to give 0.24 (0.77 mmol) of (S)-N-(4-benzyloxybenzylidene)-α-methylbenzylamine (Yield: 83%, purity 90%).

Workup

  1. customevaporated under reduced pressure
  2. customto give a residue, which
  3. washwas then washed with 5 ml of n-hexane
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-9b4f80d3d81e41198dc384fe12ed44c3
Source dataset
uspto-grants-2003_11
Patent number
US06653507B2

Reaction notes

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