1,1'-Carbonyldiimidazole → HCID 20449799, compound

HRID 358279Notes

Reaction equation

HRID 358279 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH:6](OC(CC)C(O)=O)[C:7]([CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)([CH3:13])[C:8]2=[O:12])=[CH:4][CH:3]=1.[C:26]([N:33]1[CH:37]=[CH:36][N:35]=[CH:34]1)(N1C=CN=C1)=[O:27]>O1CCCC1>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)([CH3:13])[C:8]2=[O:12])=[CH:4][C:3]=1[O:12][CH2:8][CH2:7][CH2:6][C:26]([N:33]1[CH:37]=[CH:36][N:35]=[CH:34]1)=[O:27]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 70501695HCID 70501695, compound

Product 1

HCID 20449799HCID 20449799, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

(+) [(6,7-Dichloro-2-cyclopentyl-2,3-dihydro-2-methyl-1-oxo-1H-inden-yl)oxy]butanoic acid (Example 8, Step B) (0.77 g, 0.002 mole) is suspended in dry tetrahydrofuran (20 ml) and cooled to 0° C. A solution of 1,1'-carbonyldiimidazole (0.32 g, 0.002 mole) in teterahydrofuran (5 ml) is added. The solution of 1-{(+)-4-[(6,7-dichloro-2-cyclopentyl-2,3-dihydro-2-methyl-1-oxo-1H-inden-5-yl)oxy]butanoyl}imidazole that is formed is used in the next step without isolation.

Sources & evidence

ORD record
ord-6c165e1354ed47c8bb6ea94efad4d4b6
Source dataset
uspto-grants-1984_08
Patent number
US04465850

Reaction notes

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