4,4-Dimethyl-2-(2-methoxyphenyl)oxazoline → HCID 12802878, compound

HRID 1462257Notes

Reaction equation

HRID 1462257 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4](OC)[C:3]=1[C:11]1OCC(C)(C)N=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([Mg]Br)=[CH:21][CH:20]=1.C[O:28][C:29]1[CH:34]=CC=C[C:30]=1[C:35]1[O:36][CH2:37][C:38](C)(C)N=1.C[O:43]C1C=CC=CC=1[Mg]Br>>[Cl:1][C:2]1[C:3](/[CH:11]=[CH:38]/[C@@H:37]2[O:36][C:35](=[O:43])[CH2:30][C@@H:29]([OH:28])[CH2:34]2)=[C:4]([C:22]2[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

5

Reactant 4

HCID 3331894,4-Dimethyl-2-(2-methoxyphenyl)oxazolineHCID 128028832-(2,4-Dichloro-6-methoxyphenyl)-4,4-dimethyl-2-oxazolineHCID 178418676HCID 178418676, compoundHCID 178489560HCID 178489560, compound

Product 1

HCID 12802878HCID 12802878, compound

Procedure

By substituting equimolar amounts of 2-(2,4-dichloro-6-methoxyphenyl)-4,4-dimethyl-2-oxazoline and 4-fluorophenylmagnesium bromide for 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline and 2-methoxyphenylmagnesium bromide, the title compound was prepared following the procedure of Example 17, Step A, (85%), mp 93°-95° C.

Sources & evidence

ORD record
ord-a7f6c87c8f594644b0e866969750611d
Source dataset
uspto-grants-1984_07
Patent number
US04459422

Reaction notes

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