Chloroform → HCID 178479210, compound

HRID 967150Notes

Reaction equation

HRID 967150 reaction equation
C([SiH2][O:6][C:7](C)(C)[C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][C:15]#[N:16])[CH2:10][CH2:9]1)(C)(C)C.C(Cl)(Cl)[Cl:20]>C(O)C.[Pt](=O)=O>[ClH:20].[NH2:16][CH2:15][CH2:14][C@H:11]1[CH2:12][CH2:13][C@H:8]([CH2:7][OH:6])[CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 6212ChloroformHCID 178455453HCID 178455453, compound

Product 1

HCID 178479210HCID 178479210, compoundYield 97.5%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 24.2 g (90.5 mmol) trans-[4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-acetonitrile, of 22 ml (270 mmol) chloroform and of 2.4 g platinum dioxide (Degussa 223) in 250 ml ethanol was stirred at room temperature for 20 hours under a hydrogen atmosphere. The catalyst was then removed by filtration and the solvent evaporated under reduced pressure giving 17.1 g (97.3%) of pure trans-[4-(2-amino-ethyl)-cyclohexyl]-methanol HCl-salt as colorless solid, MS: 158 (MH+).

Workup

  1. customThe catalyst was then removed by filtration
  2. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-6ffe9b7dbd5b42eebb3254945476a79d
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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