(E)-methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)but-2-enoate → Methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)butanoate

HRID 71251Notes

Reaction equation

HRID 71251 reaction equation
[C:1]1([C:7]2([CH2:17]/[CH:18]=[CH:19]/[C:20]([O:22][CH3:23])=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13][C:8]32[O:12][CH2:11][CH2:10][O:9]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[C:1]1([C:7]2([CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13][C:8]32[O:12][CH2:11][CH2:10][O:9]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 66693120(E)-methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)but-2-enoate

Product 1

HCID 66693116Methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)butanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (E)-methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)but-2-enoate (136 mg, 0.430 mmol) in MeOH (15 mL) was added about 50 mg of 10% Pd/C and the mixture was stirred under H2 (25 psi) for 3.5 hrs. It was filtered through Celite and evaporated to give an oily residue. LC/MS: m/e 319.10 (M+H)+.

Workup

  1. filtrationIt was filtered through Celite
  2. customevaporated
  3. customto give an oily residue

Sources & evidence

ORD record
ord-bf435ba66de3483fb6d54adf3b071679
Source dataset
uspto-grants-2014_09
Patent number
US08822510B2

Reaction notes

Loading…