Thiophene → HCID 66688892, compound

HRID 2055746Notes

Reaction equation

HRID 2055746 reaction equation
[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C:5]3=O)[CH2:3]1)[CH2:9]2.[CH3:13][C@H:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].S1C=CC=C1>C1(C)C=CC=CC=1.[Rh]>[C:15]1([CH:14]([NH:21][CH:5]2[CH:6]3[CH2:11][C:2]4([OH:1])[CH2:9][CH:8]([CH2:10][CH:4]2[CH2:3]4)[CH2:7]3)[CH3:13])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

7

Reactant 4

HCID 8030ThiopheneHCID 11143Aluminum isopropoxideHCID 64184IdramantoneHCID 758181-Phenethylamine, (-)-

Product 1

HCID 66688892HCID 66688892, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

Commercially available 5-hydroxyadamantan-2-one (0.1 mol), L(-)-Alpha-methyl-benzyl amine (0.105 mol), aluminium isopropoxide (0.1 mol) and Rhodium on active carbon (20 mol %) were suspended in 500 ml of toluene, 20 ml of the 4% thiophene solution were added. The reaction mixture was stirred at 50° C. for 24 h.

Sources & evidence

ORD record
ord-3bcac3728ac94c40a3b1ae6944bac678
Source dataset
uspto-grants-2008_02
Patent number
US07332524B2

Reaction notes

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