Methanol → Dimethyl 2-formylcyclopropane-1,1-dicarboxylate

HRID 372851

Reaction equation

HRID 372851 reaction equation
[CH:1]([CH:3]1[CH2:5][C:4]1([C:11]([O:13][CH2:14]C)=[O:12])[C:6]([O:8][CH2:9]C)=[O:7])=[O:2].C(C=C)=O.CO>C(O)C>[CH:1]([CH:3]1[CH2:5][C:4]1([C:6]([O:8][CH3:9])=[O:7])[C:11]([O:13][CH3:14])=[O:12])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 7847AcroleinHCID 5337391,1-Diethyl 2-formylcyclopropane-1,1-dicarboxylate

Product 1

HCID 10899359Dimethyl 2-formylcyclopropane-1,1-dicarboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

By following the procedure of D. T. Warner, cited above, used for preparing diethyl 2-formylcyclopropane-1,1-dicarboxylate from acrolein but using equivalent amounts of dimethylbromoalonate and methanol instead of diethylbromomalonate and ethanol, respectively, the title compound, nmr (CDCl3) δ 1.98 (m, 2H), 2.80 (m, 1H), 3.79 (s, 6H), 8.82 (d, J = 4 cps, 1H), is obtained.

Sources & evidence

ORD record
ord-4a83d47af7434b3095f0b9f7443a8f73
Source dataset
uspto-grants-1978_05
Patent number
US04092427

Linked notes

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