HCID 178486040, compound → HCID 178486042, compound

HRID 2057313Notes

Reaction equation

HRID 2057313 reaction equation
[C:1]([O:5][C:6](=[O:19])[N:7]([C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]#[C:16][CH2:17][OH:18])[CH2:11][CH2:10]1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]>C(O)C.O=[Pt]=O.O>[C:1]([O:5][C:6](=[O:19])[N:7]([C@H:9]1[CH2:10][CH2:11][C@H:12]([CH2:15][CH2:16][CH2:17][OH:18])[CH2:13][CH2:14]1)[CH3:8])([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 178486040HCID 178486040, compound

Product 1

HCID 178486042HCID 178486042, compoundYield 101.4%

Reagents, catalysts & solvents 2

HCID 11139377Platinum dioxide monohydrateCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3.4 g (12.72 mmol) of trans-[4-(3-Hydroxy-prop-1-ynyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester in 125 ml ethanol and 810 mg of PtO2.H2O was hydrogenated (1 atm) for 7 h. The reaction was filtered (Celite) and evaporated to give 3.5 g (quantitative) of trans-[4-(3-Hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester, MS: 271 (MH).

Workup

  1. customfor 7 h
  2. filtrationThe reaction was filtered (Celite)
  3. customevaporated

Sources & evidence

ORD record
ord-5b2c2d4d644c403b9b0ed43bc0c367e9
Source dataset
uspto-grants-2008_02
Patent number
US07335687B2

Reaction notes

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