Sodium Hydroxide → HCID 67649941, compound

HRID 1600151Notes

Reaction equation

HRID 1600151 reaction equation
I[CH2:2][C@H:3]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:5]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4]1.[OH-].[Na+].[H][H]>[Pd].C(O)C>[C:8]1([CH2:7][O:6][C@@H:5]2[C@@H:14]([CH2:16][OH:17])[O:15][C@@H:3]([CH3:2])[CH2:4]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 67650750HCID 67650750, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67649941HCID 67649941, compoundYield 75.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6.0 g of product from Example 334, Isomer A, 34 ml of ethyl alcohol, 17.2 ml of 1N sodium hydroxide and 7.8 g of 10% palladium on carbon is hydrogenated in a Parr apparatus at 45 psi of hydrogen for 15 hours. The reaction mixture is filtered, diluted with ethyl acetate, washed with saturated sodium chloride, dried and concentrated in vacuo to give 2.9 g of the desired product.

Workup

  1. filtrationThe reaction mixture is filtered
  2. additiondiluted with ethyl acetate
  3. washwashed with saturated sodium chloride
  4. customdried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9b8cf77151a046d79a82a286563e39d4
Source dataset
uspto-grants-1998_04
Patent number
US05744465

Reaction notes

Loading…