2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 86759060, compound

HRID 1357359

Reaction equation

HRID 1357359 reaction equation
[CH3:1]/[CH:2]=[CH:3]\[C:4]1[CH:15]=[C:12]([O:13][CH3:14])[C:9]([O:10][CH3:11])=[CH:8][C:5]=1[O:6][CH3:7].CO[C:18]1C(CC=C)=CC(OC)=C(OC)[CH:19]=1.C(C1C(=O)C(Cl)=C(Cl)C(=[O:36])C=1C#N)#N.C/C=C/C1C=C(OC)C(OC)=CC=1OC>>[CH3:7][O:6][C:5]1[CH:8]=[C:9]([O:10][CH3:11])[C:12]([O:13][CH3:14])=[CH:15][C:4]=1[CH2:3][CH2:2][C:1](=[O:36])[CH2:18][CH3:19]

Participants

5

Reactant 4

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinone2×HCID 636750gamma-AsaroneHCID 636822AsaroneHCID 5281758Beta-Asarone4×

Product 1

HCID 86759060HCID 86759060, compound

Procedure

The present invention relates to a process for the preparation of high purity and yield α-asarone, trans 2,4,5-trimethoxy cinnamaldehyde, 2,4,5-trimethoxy-phenyl propionone, from β-asarone or β-asarone rich Acorus calamus oil containing α and γ-asarone by hydrogenating, followed by treatment with DDQ with or without solid support of silica gel or alumina in dry organic solvent and α-asarone can also be obtained by treating the hydrogenated product of β-asarone or β-asarone rich Acorus calamus with DDQ in an aqueous organic solvent to obtain an intermediate 2,4,5-trimethoxy phenyl propionone, which in turn is reduced with sodiumborohydride to obtain the corresponding 2,4,5-trimethoxy-phenyl propanol and followed by final treatment with a dehydrating agent.

Workup

  1. customcan also be obtained

Sources & evidence

ORD record
ord-8567a0abc19144ffa6394f8221dd38be
Source dataset
uspto-grants-2003_07
Patent number
US06590127B1

Linked notes

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