HCID 178501034, compound → HCID 178501033, compound

HRID 1713798Notes

Reaction equation

HRID 1713798 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>CCO>[C:5]1([C@H:8]2[CH2:9][CH2:10][C@H:11]([C:14]([O:16][CH3:17])=[O:15])[CH2:12][CH2:13]2)[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

3

Reactant 1

HCID 178501034HCID 178501034, compound

Product 1

HCID 178501033HCID 178501033, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10% Palldium on carbon (1800 mg) was added to a solution of methyl trans-4-(4-chlorophenyl)cyclohexanecarboxylate (8670 mg) in EtOH (100 mL). The resulting suspension was stirred for 16 h under an atmosphere of hydrogen at 25 bar in a high pressure cell then was filtered through diatomaceous earth and concentrated in vacuo to give the title compound (6940 mg) as a solid; 1H NMR δ 7.30-7.11 (5H, m), 3.59 (3H, s), 2.53-2.30 (2H+ DMSO, m), 1.98 (2H, m), 1.82 (2H, m), 1.47 (4H, m); MS m/e M.+ 218.

Workup

  1. filtrationthen was filtered through diatomaceous earth
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a91c64b43d5c4d13bffb2a0ab24ac3a1
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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