Benzyl methyl(15-phenylpentadec-5-en-1-yl)carbamate → N-methyl-15-phenylpentadecane-1-amine

HRID 1525801Notes

Reaction equation

HRID 1525801 reaction equation
[CH3:1][N:2]([CH2:13][CH2:14][CH2:15][CH2:16][CH:17]=[CH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)C(=O)OCC1C=CC=CC=1>C(O)C.[C].[Pd]>[CH3:1][NH:2][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

4

Reactant 1

HCID 86722744Benzyl methyl(15-phenylpentadec-5-en-1-yl)carbamate

Product 1

HCID 86722746N-methyl-15-phenylpentadecane-1-amineYield 65.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Compound 15 (2.6 g) was dissolved in ethanol (20 mL) and 5% palladium carbon (260 mg) was added thereto, followed by stirring at room temperature for 3.5 hours under hydrogen atmosphere. The reaction solution was replaced with argon atmosphere, filtered with Celite (brand name) and concentrated under reduced pressure to obtain the title compound (1.2 g) having the following physical property values.

Workup

  1. filtrationfiltered with Celite (brand name)
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7150da1bcaca4e0598449b3849a594d1
Source dataset
uspto-grants-2015_07
Patent number
US09085523B2

Reaction notes

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