3,4-Dimethylbenzaldehyde → 2-(3,4-Dimethylphenyl)-4-iodomethyl-5-isopropyloxazole

Reaction equation

[I:1][CH2:2][C:3]1[N:4]=[C:5]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[O:6][C:7]=1[C:8]1[CH:13]=CC=C[CH:9]=1.[CH3:21]C(C)C(=O)C(=NO)C.CC1C=C(C=CC=1C)C=O>>[CH3:21][C:18]1[CH:19]=[C:14]([C:5]2[O:6][C:7]([CH:8]([CH3:9])[CH3:13])=[C:3]([CH2:2][I:1])[N:4]=2)[CH:15]=[CH:16][C:17]=1[CH3:20]

Participants

Reactant 3

HCID 222783,4-Dimethylbenzaldehyde

HCID 573574754-Methylpentane-2,3-dione 2-oxime

HCID 574345044-Iodomethyl-5-phenyl-2-p-tolyloxazole

Product 1

HCID 597013722-(3,4-Dimethylphenyl)-4-iodomethyl-5-isopropyloxazole

Procedure

Analogously to the building block synthesis of 4-iodomethyl-5-phenyl-2-p-tolyloxazole, 4-methylpentane-2,3-dione-2-oxime and 3,4-dimethylbenzaldehyde gave 2-(3,4-dimethylphenyl)-4-iodomethyl-5-isopropyloxazole.

Sources & evidence

ORD record: ord-784ca304f89f4d15846099208551a005
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365084B2

Reaction notes

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