Dimethyl Sulfide → HCID 86735407, compound

HRID 1834809Notes

Reaction equation

HRID 1834809 reaction equation
[CH:1]([CH:5]1[CH:9]([CH2:10][O:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][O:13]2)[CH2:8][N:7]([CH3:18])[C:6]1=[O:19])=[CH:2][CH2:3]C.[O:20]=[O+][O-].CSC>[Cl-].CO>[CH:3]([CH2:2][CH2:1][CH:5]1[CH:9]([CH2:10][O:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][O:13]2)[CH2:8][N:7]([CH3:18])[C:6]1=[O:19])=[O:20]

Participants

6

Reactant 3

HCID 1068Dimethyl SulfideHCID 24823OzoneHCID 54012447HCID 54012447, compound

Product 1

HCID 86735407HCID 86735407, compound

Reagents, catalysts & solvents 2

HCID 312ChlorideSolventHCID 887MethanolSolvent

Procedure

11.0 g (41 m mols) of 3-(butenyl)-1-methyl-4-(2-tetrahydropyranyl-oxy-methyl)-pyrrolidone were dissolved in a mixture of 60 ml of absolute methyle chloride and 30 ml of absolute methanol. At -70° C ozone was introduced into this solution, while stirring, until the solution had a blue color. The reduction of the ozonide with dimethyl sulfide and the isolation of the aldehyde was effected in analogy to Example (5).

Sources & evidence

ORD record
ord-7acd136f46a049f4b67cfb580312aaca
Source dataset
uspto-grants-1978_01
Patent number
US04071530

Reaction notes

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