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

HRID 2224770Notes

Reaction equation

HRID 2224770 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-8552fa8c50f74ae6b784483e7559960e
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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