HCID 178418361, compound → HCID 178453600, compound

HRID 429018Notes

Reaction equation

HRID 429018 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][N:16]=[N+]=[N-])[CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C(OCC)(=O)C.[Pt]=O>[C:1]([O:5][C:6](=[O:19])[NH:7][CH2:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([CH2:15][NH2:16])[CH2:13][CH2:14]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178453603HCID 178453603, compound

Product 1

HCID 178453600HCID 178453600, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

trans-(4-Azidomethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester (24 g) in ethyl acetate (1 liter) is hydrogenated over platinumoxide (2.4 g) at ambient temperature under atmospheric pressure of hydrogen. The catalyst is filtered-off and the filtrate concentrated to yield trans-(4-aminomethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester as an oil. Rf(C2) 0.41.

Workup

  1. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-9b5f6e004cea4a23a789423b98b3bc9e
Source dataset
uspto-grants-2001_11
Patent number
US06316203B1

Reaction notes

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