HCID 69267734, compound → Methyl 2-butyl-2-phenylhexanoate

HRID 494450Notes

Reaction equation

HRID 494450 reaction equation
[CH2:1]([C:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH2:10]/[CH:11]=[CH:12]/[CH3:13])[C:6]([O:8][CH3:9])=[O:7])/[CH:2]=[CH:3]/[CH3:4].[H][H]>CO.O=[Pt]=O>[CH2:1]([C:5]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([CH2:10][CH2:11][CH2:12][CH3:13])[C:6]([O:8][CH3:9])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 69267734HCID 69267734, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68872147Methyl 2-butyl-2-phenylhexanoateYield 96%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A solution of the product of Example 4A (7.78 g, 30.16 mmol) in methanol (70 mL) was treated with Adams' catalyst (PtO2, 790 mg) and hydrogenated under 60 psi hydrogen pressure for 16 hours at 25° C. The catalyst was removed by filtration and the filtrate concentrated in vacuo to give the title compound (7.59 g, 96%). 1H NMR (300 MHz, CDCl3): δ 7.27 (m, 5 H), 3.64 (s, 3 H), 1.99 (m, 4 H), 1.29 (m, 4 H), 1.03 (m, 4 H), 0.86 (t, J=7.17 Hz, 6 H).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-dff8af3af98742d8aebe83829bffff3b
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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