HCID 67571180, compound → HCID 54148932, compound

HRID 275544Notes

Reaction equation

HRID 275544 reaction equation
[C:1]([N:20]1[C:24](/[CH:25]=[CH:26]/[CH2:27][OH:28])=[N:23][CH:22]=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.[C].[Pd]>[C:1]([N:20]1[C:24]([CH2:25][CH2:26][CH2:27][OH:28])=[N:23][CH:22]=[N:21]1)([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 67571180HCID 67571180, compound

Product 1

HCID 54148932HCID 54148932, compoundYield 74.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A stirred solution of E-3(1-trityl-1,2,4-triazol-5-yl)prop-2-en-1-ol (9.5 g, prepared as described in Example 9) in dichloromethane (100 ml) was hydrogenated over 5% palladium-carbon (50 mg) at room temperature and pressure for four hours. The mixture was filtered through Hyflo Super-Cel, evaporated under reduced pressure and chromatographed, using ethyl acetate-hexane (4:1), then ethyl acetate, as eluants, to give 3(1-trityl-1,2,4-triazol-5-yl)propanol (7.1 g, m.p. 150°-152° C.). NMR (CDCl3): δ1.4(2H,m), 2.2(2H,t), 3.45(2H,t), 7.1-7.3(15H,m), 7.9(1H,s).

Workup

  1. filtrationThe mixture was filtered through Hyflo Super-Cel
  2. customevaporated under reduced pressure
  3. customchromatographed

Sources & evidence

ORD record
ord-b5d13a163ef548ddbdb48087aa4281c7
Source dataset
uspto-grants-1995_02
Patent number
US05393732

Reaction notes

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