Tetramethylpyrazine → 2-(2-Hydroxy-2-p-methoxyphenylethyl)-3,5,6-trimethylpyrazine

HRID 443331Notes

Reaction equation

[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[N:4][C:3]=1[CH3:10].[CH:11](=[O:20])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1>>[OH:20][CH:11]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[CH2:10][C:3]1[C:2]([CH3:1])=[N:7][C:6]([CH3:8])=[C:5]([CH3:9])[N:4]=1

Participants

Reactant 2

HCID 14296Tetramethylpyrazine

HCID 312444-Methoxybenzaldehyde

Product 1

HCID 5859402-(2-Hydroxy-2-p-methoxyphenylethyl)-3,5,6-trimethylpyrazineYield 52.1%

Procedure

The reaction of 13.6 grams (0.1 mole) of tetramethylpyrazine with 13.6 grams (0.1 mole) of p-anisaldehyde was conducted in the manner described in Example II. Crystallization of the recovered crude product from ether yielded 14.2 gram (52%) of white crystals, m.p. 97°-98° C.

Workup

customCrystallization of the
customrecovered crude product from ether

Sources & evidence

ORD record: ord-7a845c1ad7944060a160e5adde949319
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04259969

Reaction notes

Loading…