Sodium hydride → 2-Chlorobenzaldehyde

HRID 596620Notes

Reaction equation

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

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 75127Trimethylsulfonium iodide

HCID 5607092-(2-Chlorophenyl)oxirane

Product 1

HCID 69962-Chlorobenzaldehyde

Procedure

Following the procedure of Example 13 and employing 42.0 g. of 57% dispersion of sodium hydride in mineral oil, 200 g. (1.0 mol) of trimethylsulfonium iodide and 70.4 g. (0.50 mol) of o-chlorobenzaldehyde there is obtained o-chlorostyrene oxide.

Sources & evidence

ORD record: ord-beb67e0f6ff94006b7db05a50c6e3875
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04011319

Reaction notes

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