Oxalyl chloride → HCID 12534981, compound
Reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH2:7]([C:12]12[CH2:19][CH2:18]C(C(O)=O)([CH2:16][CH2:17]1)[CH2:14][CH2:13]2)[CH2:8][CH2:9][CH2:10][CH3:11]>C(Cl)Cl>[CH2:7]([C:12]12[CH2:19][CH2:18][C:1]([C:2]([Cl:4])=[O:3])([CH2:14][CH2:13]1)[CH2:16][CH2:17]2)[CH2:8][CH2:9][CH2:10][CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Oxalyl chloride (505 μL, 5.79 mmol) was added dropwise to a mixture of 4-pentylbicyclo[2.2.2]octane-1-carboxylic acid (3-A) in methylene chloride (10 mL). The solution was stirred at room temperature for 3 h and then concentrated in vacuo to give 4-pentylbicyclo[2.2.2]octane-1-carbonyl chloride (3-B). 1H NMR (500 MHz, CDCl3): δ 0.90 (t, 3H); 1.21 (m, 8H); 1.45 (m, 6H); 1.88 (m, 6H) ppm.