N-[3-(4-Hydroxyphenyl)-1-methylpropyl]acetamide → HCID 49858095, compound
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH:10]([NH:12][C:13](=[O:15])[CH3:14])[CH3:11])=[CH:4][CH:3]=1.[H][H]>C(O)C.[Rh]>[OH:1][CH:2]1[CH2:3][CH2:4][CH:5]([CH2:8][CH2:9][CH:10]([NH:12][C:13](=[O:15])[CH3:14])[CH3:11])[CH2:6][CH2:7]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
N-[3-(4-Hydroxyphenyl)-1-methylpropyl]acetamide (1.0 g, 4.82 mmol) were dissolved in 100 ml of ethanol and hydrogenated in the presence of 5% rhodium on carbon (695 mg) at 100° C. and 100 bar hydrogen pressure for 18 h. The catalyst was filtered off and the filtrate was concentrated. Yield: 1.06 g of crude product, M+H+: 214.2.
Workup
- filtrationThe catalyst was filtered off
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-b016762b2f3047b5a1ce06c92fc13e19
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08470841B2
Reaction notes
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