(2-endo,3-exo)-Bicyclo(2.2.1)hept-5-ene-2,3-dicarbonyl dichloride → 5,6-Di(t-butoxycarbonyl)norbornene

HRID 1856611Notes

Reaction equation

HRID 1856611 reaction equation
[CH3:1][C:2]([CH3:5])([O-:4])[CH3:3].[K+].[CH:7]12[CH2:13][CH:10]([CH:11]=[CH:12]1)[CH:9]([C:14](Cl)=[O:15])[CH:8]2[C:17](Cl)=[O:18]>O1CCCC1>[C:2]([O:4][C:17]([CH:8]1[CH:9]([C:14]([O:4][C:2]([CH3:5])([CH3:3])[CH3:1])=[O:15])[CH:10]2[CH2:13][CH:7]1[CH:12]=[CH:11]2)=[O:18])([CH3:5])([CH3:3])[CH3:1]

Participants

4

Reactant 2

HCID 98325(2-endo,3-exo)-Bicyclo(2.2.1)hept-5-ene-2,3-dicarbonyl dichlorideHCID 23665647Potassium tert-butoxide

Product 1

HCID 219223175,6-Di(t-butoxycarbonyl)norbornene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Potassium tert-butoxide (34 g; 0.3 mol) was dissolved in 250 ml of anhydrous tetrahydrofuran (THF) in a round-bottom flask. 5-norbornene-2,3-dicarbonyl chloride (22 g; 0.1 mol) then was slowly added thereto at room temperature, and the reactant was reacted at a temperature of 45° C. for about 12 hours.

Workup

  1. customat room temperature, and the reactant was reacted at a temperature of 45° C. for about 12 hours

Sources & evidence

ORD record
ord-a8ceb968e03d45128799b5fa4a7f59f6
Source dataset
uspto-grants-2000_11
Patent number
US06143465

Reaction notes

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