Hexane → HCID 13409293, compound

HRID 1980543Notes

Reaction equation

HRID 1980543 reaction equation
O1CCOCC1.CCCCCC.[CH3:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[CH2:28][CH2:27][C:26]([C:32]([OH:34])=[O:33])([C:29]([OH:31])=[O:30])[CH2:25][CH:24]=2)=[C:15]1[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>C(O)C>[CH3:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([CH:23]2[CH2:28][CH2:27][C:26]([C:32]([OH:34])=[O:33])([C:29]([OH:31])=[O:30])[CH2:25][CH2:24]2)=[C:15]1[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 312751,4-DioxaneHCID 13409284HCID 13409284, compound

Product 1

HCID 13409293HCID 13409293, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using the method of Example 11, except that dioxane replaced ethanol as solvent and product was recrystallized from acetone:hexane one time, 7.5 g (0.020 mol) of 4-(1-methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1,1-dicarboxylic acid (Example 3) was hydrogenated to give 3.8 g (51%) of 4-(1-methyl-2-phenyl-1H-indol-3-yl)cyclohexane-1,1-dicarboxylic acid, m.p. 230° C.(decompn.).

Workup

  1. customproduct was recrystallized from acetone

Sources & evidence

ORD record
ord-cb4de3de2f494619a004ffcf5b7c8f28
Source dataset
uspto-grants-1985_04
Patent number
US04510158

Reaction notes

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