Sodium hydride → 4-Methylbenzaldehyde

HRID 596627Notes

Reaction equation

[H-].[Na+].[I-].C[S+](C)C.[CH3:8][C:9]1[CH:17]=[CH:16][C:12]([CH:13]2[O:15]C2)=[CH:11][CH:10]=1>>[C:9]1([CH3:8])[CH:17]=[CH:16][C:12]([CH:13]=[O:15])=[CH:11][CH:10]=1

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 75127Trimethylsulfonium iodide

HCID 1081112-(4-Methylphenyl)oxirane

Product 1

HCID 77254-Methylbenzaldehyde

Procedure

Following the procedure of Example 16 and employing 4.84 g. (0.115 mol) of 57% sodium hydride, 23.5 g. (0.115 mol) of trimethylsulfonium iodide and 11.9 g. (0.099 mol) of p-tolualdehyde there is obtained p-methylstyrene oxide.

Sources & evidence

ORD record: ord-ce3b0e439ac74242961d69c2ea8aed9f
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04011319

Reaction notes

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