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

HRID 1632274Notes

Reaction equation

HRID 1632274 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-80b01e916e6e4b7d8a7f930bc046a28e
Source dataset
uspto-grants-1984_10
Patent number
US04474819

Reaction notes

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