Ethyl Acetate → HCID 59559971, compound

HRID 1177180Notes

Reaction equation

HRID 1177180 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:15]=[C:14]([O:16][CH:17]2[CH2:20][N:19](C(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:18]2)[C:8]2[CH2:9][C:10]([CH3:13])([CH3:12])[O:11][C:7]=2[CH:6]=1)=[O:4].CCOC(C)=O>[Pd].CO>[CH3:1][O:2][C:3]([C:5]1[CH:15]=[C:14]([O:16][CH:17]2[CH2:18][NH:19][CH2:20]2)[C:8]2[CH2:9][C:10]([CH3:13])([CH3:12])[O:11][C:7]=2[CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 59559870HCID 59559870, compound

Product 1

HCID 59559971HCID 59559971, compoundYield 113.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on carbon (108 mg) was added to a solution of 4-(1-benzhydryl-azetidin-3-yloxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid methyl ester (193b) (740 mg, 1.67 mmol) in 1:1 EtOAc and MeOH. The mixture was stirred under H2 balloon overnight. The mixture was filtered through Celite and concentrated to give a pale yellow solid (526 mg, 100% yield). LCMS for C15H19NO4 m/z 278.10 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1872adc1d85d4e09b3724c09b094ded0
Source dataset
uspto-grants-2010_11
Patent number
US07842713B2

Reaction notes

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