4,4-Dimethyl-2-(2-methoxyphenyl)oxazoline → 2-[2-(12,12,12-Trifluorododecyl)phenyl]-4,4-dimethyloxazoline

HRID 2351057Notes

Reaction equation

HRID 2351057 reaction equation
C1(CCCCCCCCC2C=CC=CC=2C=O)C=CC=CC=1.[F:23][C:24]([F:39])([F:38])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][Mg]Br.CO[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=1[C:48]1[O:49][CH2:50][C:51]([CH3:54])([CH3:53])[N:52]=1>O1CCCC1>[F:23][C:24]([F:39])([F:38])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=1[C:48]1[O:49][CH2:50][C:51]([CH3:54])([CH3:53])[N:52]=1

Participants

5

Reactant 3

HCID 3331894,4-Dimethyl-2-(2-methoxyphenyl)oxazolineHCID 98176132-(8-Phenyloctyl)benzaldehydeHCID 178506315HCID 178506315, compound

Product 1

HCID 198179782-[2-(12,12,12-Trifluorododecyl)phenyl]-4,4-dimethyloxazoline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedures of Example 1(a), (b) and (c), 12,12,12-trifluorododecylmagnesium bromide (from 29.19 mmoles of 12,12,12-trifluorododecyl bromide and 25.71 mmoles of magnesium) was reacted with 2-(2-methoxyphenyl)-4,4-dimethyloxazoline (20.17 mmoles) in tetrahydrofuran to give 2-[2-(12,12,12-trifluorododecyl)phenyl]-4,4-dimethyloxazoline. The oxazoline (14.39 mmoles) was converted to the methiodide salt and then reduced with sodium borohydride (13.43 mmoles) to yield the desired product as an oil.

Sources & evidence

ORD record
ord-4ef95b59ba104d358e2981b7fe9361bb
Source dataset
uspto-grants-1989_10
Patent number
US04871771

Reaction notes

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