Ethanol → HCID 69517162, compound

HRID 1178553Notes

Reaction equation

HRID 1178553 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1([C:18]2[S:19][C:20]([CH3:33])=[C:21]([C:23]3[CH:28]=[C:27]([CH3:29])[C:26]([O:30][CH3:31])=[CH:25][C:24]=3[Cl:32])[N:22]=2)[CH2:17][CH2:16]1)C1C=CC=CC=1.C(O)C.C1CC=CCC=1>>[Cl:32][C:24]1[CH:25]=[C:26]([O:30][CH3:31])[C:27]([CH3:29])=[CH:28][C:23]=1[C:21]1[N:22]=[C:18]([C:15]2([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[OH:8])[CH2:17][CH2:16]2)[S:19][C:20]=1[CH3:33]

Participants

4

Reactant 3

HCID 702EthanolHCID 123431,4-CyclohexadieneHCID 69516179HCID 69516179, compound

Product 1

HCID 69517162HCID 69517162, compound

Procedure

2-[1-(2-Benzyloxy-phenyl)-cyclopropyl)-4-(2-chloro-4-methoxy-5-methyl-phenyl)-5-methyl-thiazole (0.95 g, 2 mmol) was dissolved in dry ethanol (100 mL) 30% palladium on carbon (0.39 g, 1.1 mmol) and 1,4-cyclohexadiene (20 mL, 210 mmol) was added. The reaction mixture was stirred for 2 d at room temperature. The mixture was filtered through Celite concentrated, and purified by chromatography on silica using an ethyl acetate/hexane gradient, the title compound was obtained as a white powder. Yield: 0.41 g (53%). [MH]+ =386.2, 388.2.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated
  3. custompurified by chromatography on silica using an ethyl acetate/hexane gradient

Sources & evidence

ORD record
ord-b2e7d41ef5b14eea803a33f097e3a99e
Source dataset
uspto-grants-2007_10
Patent number
US07276526B2

Reaction notes

Loading…