2-Methoxy-6-methylphenol → 4-Hydroxy-3-methoxy-5-methylbenzonitrile

HRID 2069402Notes

Reaction equation

HRID 2069402 reaction equation
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:10].C(C1C=C(C=C(C)C=1O)[C:16]#[N:17])C>>[OH:1][C:2]1[C:3]([CH3:10])=[CH:4][C:5]([C:16]#[N:17])=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 761732-Methoxy-6-methylphenolHCID 597599503-Ethyl-4-hydroxy-5-methylbenzonitrile

Product 1

HCID 190383184-Hydroxy-3-methoxy-5-methylbenzonitrile

Procedure

The title compound is prepared from commercially available 2-hydroxy-3-methoxy-toluene in analogy to literature procedures (see 3-ethyl-4-hydroxy-5-methyl-benzonitrile); LC-MS: tR=0.84 min. 1H NMR (CDCl3): δ 2.27 (s, 3H), 3.93 (s, 3H), 6.24 (s, 1H), 6.97 (d, J=1.3 Hz, 1H), 7.12 (s, 1H).

Sources & evidence

ORD record
ord-a6ea6eb9dc764daab7c13daa92b14d7a
Source dataset
uspto-grants-2012_10
Patent number
US08299086B2

Reaction notes

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