2-Amino-3-[2,3-dimethyl-4-(2ethoxyethyl)phenoxy]propanol → 2-(2,6-Difluorophenyl)-4-{(4-benzyl-2-methylphenoxy)methyl}-2-oxazoline

HRID 35928Notes

Reaction equation

HRID 35928 reaction equation
NC(COC1C=CC(CCOCC)=C(C)C=1C)CO.[F:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:22]=1[C:28]1[O:29][CH2:30][CH:31]([CH2:33][O:34][C:35]2[CH:40]=[CH:39][C:38]([CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)=[C:37](C)[C:36]=2[CH3:49])[N:32]=1.FC1C=CC=C(F)C=1C1OCC(COC2C=CC(CCOCC)=CC=2C)N=1>>[F:27][C:23]1[CH:24]=[CH:25][CH:26]=[C:21]([F:20])[C:22]=1[C:28]1[O:29][CH2:30][CH:31]([CH2:33][O:34][C:35]2[CH:40]=[CH:39][C:38]([CH2:41][C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[CH:37][C:36]=2[CH3:49])[N:32]=1

Participants

4

Reactant 3

HCID 194240702-Amino-3-[2,3-dimethyl-4-(2ethoxyethyl)phenoxy]propanolHCID 19424093HCID 19424093, compoundHCID 19424116HCID 19424116, compound

Product 1

HCID 194240652-(2,6-Difluorophenyl)-4-{(4-benzyl-2-methylphenoxy)methyl}-2-oxazoline

Procedure

Following the same procedure with the same molar proportion of materials as in Production Example 1, 2-(2,6-difluorophenyl)-4-{[2,3-dimethyl-4-(2-ethoxyethyl)phenoxy]methyl}-2-oxazoline (Compound No. 2) is obtained by using 2-amino-3-[2,3-dimethyl-4-(2ethoxyethyl)phenoxy]propanol instead of 2-amino-3-[4-(1,1-dimethylethyl)phenoxy]propanol. In the same way, 2-(2,6-difluorophenyl)-4-[(4-benzyl-2,3-dimethylphenoxy) methyl]-2-oxazoline (Compound No. 49), 2-(2,6-difluorophenyl)-4-{[4-(2-ethoxyethyl)-2-methylphenoxy]methyl}-2-oxazoline (Compound No. 50) or 2-(2,6-difluorophenyl)-4-{(4-benzyl-2-methylphenoxy)methyl}-2-oxazoline (Compound No. 51) is obtained by using 2-amino-3-(4-benzyl-2,3-dimethylphenoxy)propanol, 2-amino-3-[4-(2-ethoxyethyl)-2-methylphenoxy]propanol or 2-amino-3-[4-benzyl-2-methylphenoxy)propanol, respectively.

Sources & evidence

ORD record
ord-975a2cb4ea5544f9bd40446f7d1087ba
Source dataset
uspto-grants-1995_05
Patent number
US05411979

Reaction notes

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