Vanillin → 4-(4-Formyl-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile

HRID 2040094Notes

Reaction equation

HRID 2040094 reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.F[C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][C:14]=1[C:21]([F:24])([F:23])[F:22]>>[CH:2]([C:3]1[CH:11]=[CH:10][C:8]([O:9][C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][C:14]=2[C:21]([F:22])([F:24])[F:23])=[C:5]([O:6][CH3:7])[CH:4]=1)=[O:1]

Participants

3

Reactant 2

HCID 1183VanillinHCID 1442554-Fluoro-3-(trifluoromethyl)benzonitrile

Product 1

HCID 510515074-(4-Formyl-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile

Procedure

4-(4-Formyl-2-methoxy-phenoxy)-3-trifluoromethyl-benzonitrile was prepared from vanillin and 4-fluoro-3-trifluoromethylbenzonitrile following General Procedure A. 1H NMR (400 Hz, CDCl3) δ 10.00 (s, 1H), 8.00 (m, 1H), 7.68 (dd, 1H), 7.58-7.53 (m, 2H), 7.29 (d, 1H), 6.75 (d, 1H), 3.83 (s, 3H); LC/MS (m/z) [M+1]+322.1 (calculated for C16H11F3NO3, 322.06).

Sources & evidence

ORD record
ord-c3084408a3e04d9ba08445d59413b124
Source dataset
uspto-grants-2013_11
Patent number
US08580832B2

Reaction notes

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