Diisopropylamine → 2-(2-Hydroxy-2-methylheptyl)-3,5,6-trimethylpyrazine

HRID 443334Notes

Reaction equation

HRID 443334 reaction equation
C(NC(C)C)(C)C.C([Li])CCC.[CH3:13][C:14]1[N:19]=[C:18]([CH3:20])[C:17]([CH3:21])=[N:16][C:15]=1[CH3:22].[CH3:23][C:24](=[O:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>CCOCC>[OH:30][C:24]([CH3:23])([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][C:15]1[C:14]([CH3:13])=[N:19][C:18]([CH3:20])=[C:17]([CH3:21])[N:16]=1

Participants

6

Reactant 4

HCID 7912DiisopropylamineHCID 80512-HeptanoneHCID 14296TetramethylpyrazineHCID 178418339Butyllithium

Product 1

HCID 204442082-(2-Hydroxy-2-methylheptyl)-3,5,6-trimethylpyrazine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The preparation is carried out in the manner described in Example VII using 10.1 grams (0.1 mole) of diisopropylamine in 80 milliliters of ether, 0.95 mole of butyllithium, 13.6 grams (0.1 mole) of tetramethylpyrazine, and 12.8 grams (0.1 mole) of 2-heptanone. The reaction is worked up as before, and the product is isolated by chromatography on silica gel.

Workup

  1. customis isolated by chromatography on silica gel

Sources & evidence

ORD record
ord-35f5fefee05e43859693bd7783fb1f75
Source dataset
uspto-grants-1981_04
Patent number
US04259969

Reaction notes

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