HCID 10893028, compound → HCID 10925764, compound

HRID 233281Notes

Reaction equation

HRID 233281 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/[CH2:24][OH:25])=[CH:18][CH:17]=1>[C].[Pd].C(OCC)(=O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][OH:25])=[CH:18][CH:17]=1

Participants

4

Reactant 1

HCID 10893028HCID 10893028, compound

Product 1

HCID 10925764HCID 10925764, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (E)-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]-2-propen-1-ol (3.1 g), palladium-carbon (5%, 0.5 g) and ethyl acetate (50 ml) was subjected to catalytic hydrogenation under 1 atmospheric pressure at room temperature. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to yield 3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propan-1-ol (2.8 g, 90%), which was recrystallized from ethyl acetate--hexane to give colorless needles, m.p.99°-100° C.

Workup

  1. customwas subjected to catalytic hydrogenation under 1 atmospheric pressure at room temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3c1ffc3c2d9c4a98b44f3682dde73227
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

Loading…