HCID 66828188, compound → Ethyl 4-(1-phenylcyclohexyl)butanoate

HRID 714252Notes

Reaction equation

HRID 714252 reaction equation
[C:1]1([C:7]2([CH2:13]/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[C:1]1([C:7]2([CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 66828188HCID 66828188, compound

Product 1

HCID 66685524Ethyl 4-(1-phenylcyclohexyl)butanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (E)-ethyl 4-(1-phenylcyclohexyl)but-2-enoate (140 mg, 0.514 mmol) in MeOH (15 mL) was added about 50 mg of 10% Pd/C and the mixture was stirred under H2 (30 psi) for 1 hr. The catalyst was filtered off and the filtrate was evaporated to give ethyl 4-(1-phenylcyclohexyl)butanoate as an oil. 1H NMR (400 MHz, CDCl3) δ ppm 7.31 (2 H, s), 7.30 (2 H, s), 7.13-7.20 (1 H, m), 4.06 (2 H, q, J=7.03 Hz), 2.04-2.13 (4 H, m), 1.33-1.63 (10 H, m), 1.24-1.32 (2 H, m), 1.20 (3 H, t, J=7.14 Hz).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-8fcfc26893f8426ebc0f0d35ad6029f8
Source dataset
uspto-grants-2015_11
Patent number
US09187437B2

Reaction notes

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