3-Phenylprop-2-Enal → 2-(2-Hydroxy-4-phenyl-3-buten-1-yl)-6-methylpyrazine

HRID 1587489

반응식

HRID 1587489 반응식
C([N-]C(C)C)(C)C.[Li+].[CH3:9][C:10]1[CH:15]=[N:14][CH:13]=[C:12]([CH3:16])[N:11]=1.[CH:17](=[O:26])[CH:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O1CCCC1>[OH:26][CH:17]([CH:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:9][C:10]1[CH:15]=[N:14][CH:13]=[C:12]([CH3:16])[N:11]=1

참가 물질

5

반응물 3

HCID 3073-Phenylprop-2-EnalHCID 79382,6-DimethylpyrazineHCID 2724682Lithium diisopropylamide

생성물 1

HCID 544020952-(2-Hydroxy-4-phenyl-3-buten-1-yl)-6-methylpyrazine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

To a solution of lithium diisopropylamide (1.5 Molar, 73.3 mL, 0.11 mole) in 150 mL of tetrahydrofuran at -78° C. is added slowly a solution of 2,6-dimethylpyrazine (10.8 g, 0.1 mole) in 100 mL of tetrahydrofuran. The mixture is allowed to warm to room temperature and then cooled to -78° C. A solution of cinnamaldehyde (14.5 g, 0.11 mole) in 100 mL of tetrahydrofuran is added dropwise over 15 minutes. The reaction product mixture is then worked up according to the procedures of Example I to provide the title compound.

후처리

  1. temperaturecooled to -78° C

출처 및 근거

ORD 기록
ord-2fd2c05a8d0540feb03b78804db9d027
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05218118

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