HCID 68679562, compound → HCID 58824175, compound

HRID 1786577Notes

Reaction equation

HRID 1786577 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH:5]=[CH:6][C:7]1[O:8][C:9]([CH3:24])=[C:10]([CH2:12][O:13][Si:14]([CH:21]([CH3:23])[CH3:22])([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16])[CH:11]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][CH2:6][C:7]1[O:8][C:9]([CH3:24])=[C:10]([CH2:12][O:13][Si:14]([CH:18]([CH3:20])[CH3:19])([CH:21]([CH3:23])[CH3:22])[CH:15]([CH3:17])[CH3:16])[CH:11]=1)[CH3:2]

Participants

4

Reactant 1

HCID 68679562HCID 68679562, compound

Product 1

HCID 58824175HCID 58824175, compoundYield 104.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3-(5-methyl-4-triisopropylsilanyloxymethyl-furan-2-yl)-acrylic acid ethyl ester (34) (1.0 g) in ethyl acetate (70 mL) was treated with 5% w/w palladium on carbon (350 mg) and hydrogenated at 1 atmosphere for exactly 1¼ hours at room temperature. The reaction mixture was filtered through filter-aid and then concentrated in vacuo to afford compound 35 as a clear oil (1.05 g). LC/MS System A: Rt=5.52 mins.

Workup

  1. filtrationThe reaction mixture was filtered
  2. filtrationthrough filter-aid
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-31f961aec1ce4f748b4be3af38423464
Source dataset
uspto-grants-2009_03
Patent number
US07507754B2

Reaction notes

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