4-Bromobenzoyl chloride → Ethyl 5-(4-bromophenyl)oxazole-4-carboxylate

HRID 714962Notes

Reaction equation

HRID 714962 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.COC1C=CC(C2O[CH:22]=[N:21][C:20]=2[C:24]([O:26][CH2:27][CH3:28])=[O:25])=CC=1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[O:7][CH:22]=[N:21][C:20]=2[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 685154-Bromobenzoyl chlorideHCID 2739749Ethyl 5-(4-methoxyphenyl)-1,3-oxazole-4-carboxylate

Product 1

HCID 2758809Ethyl 5-(4-bromophenyl)oxazole-4-carboxylate

Procedure

Prepared from 4-bromobenzoyl chloride according to the procedure outlined for ethyl 5-(4-methoxyphenyl)oxazole-4-carboxylate in example M-1. 1H NMR (DMSO) δ 1.42 (3H, t), 4.42 (2H, q), 7.61 (2H, d), 7.92 (1H, s), 7.99 (2H, d). LCMS (1) Rt: 2.10 min; m/z (ES+) 268/270 MH+-Et.

Sources & evidence

ORD record
ord-28ee2b30564d4f5a8bad5390e1a4a803
Source dataset
uspto-grants-2015_11
Patent number
US09187465B2

Reaction notes

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