HCID 86601515, compound → HCID 86601514, compound

HRID 1529844Notes

Reaction equation

HRID 1529844 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][C@:9]12[CH2:17][CH2:16][C:15]3[C:18]4[CH:19]=[CH:20][C:21]([O:26][CH3:27])=[CH:22][C:23]=4[CH2:24][CH2:25][C:14]=3[C:13]1=[CH:12][CH2:11][C:10]2=[O:28]>O1CCOCC1.[Ni]>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][C@:9]12[CH2:17][CH2:16][C:15]3[C:18]4[CH:19]=[CH:20][C:21]([O:26][CH3:27])=[CH:22][C:23]=4[CH2:24][CH2:25][C:14]=3[C@@H:13]1[CH2:12][CH2:11][C:10]2=[O:28]

Participants

4

Reactant 1

HCID 86601515HCID 86601515, compound

Product 1

HCID 86601514HCID 86601514, compoundYield 103.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 49 (9.7 g, 24.4 mmol) and Raney® nickel (26 mL) in dioxane (220 mL) was stirred under H2 (g) (1 atm) at room temperature for 25 min. The mixture was filtered through Celite pad and washed several times with ethyl acetate. The solvents were removed by evaporation to give quantitatively (9.7 g) the desired compound.

Workup

  1. filtrationThe mixture was filtered through Celite pad
  2. washwashed several times with ethyl acetate
  3. customThe solvents were removed by evaporation

Sources & evidence

ORD record
ord-98084a7c6782446f9eb439e07a80fe6e
Source dataset
uspto-grants-2015_07
Patent number
US09090651B2

Reaction notes

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