Sodium hydride → 2-Methylbenzaldehyde

HRID 596625Notes

Reaction equation

[H-].[Na+].[I-].C[S+](C)C.[CH3:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[CH:11]1[O:13]C1>>[C:9]1([CH3:8])[C:10]([CH:11]=[O:13])=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 75127Trimethylsulfonium iodide

HCID 1510422-(2-Methylphenyl)oxirane

Product 1

HCID 107222-Methylbenzaldehyde

Procedure

Following the procedure of Example 16 and employing 57% sodium hydride (4.84 g., 0.115 mol), 23.5 g. (0.115 mol) of trimethylsulfonium iodide and 11.5 g. (0.0926 mol) of o-tolualdehyde there is obtained o-methylstyrene oxide.

Sources & evidence

ORD record: ord-f2e46d69bab8425b8c2c80881ca127ef
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04011319

Reaction notes

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