Carbonic Acid → 1-Methyl-4,6,7,8-tetrahydro-2(3H)-naphthalenone

HRID 478074

Reaction equation

O[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8].[CH3:9][C:10]1C(=O)CC(C(C)=C)[CH2:12][CH:11]=1.O[C:21](O)=O.C(O)(=O)C(O)=O>>[CH3:21][C:2]1[C:3](=[O:8])[CH2:4][CH2:5][C:6]2[C:7]=1[CH2:12][CH2:11][CH2:10][CH:9]=2

Participants

Reactant 4

HCID 767Carbonic Acid

HCID 971Oxalic Acid

HCID 7439Carvone, (+-)-

HCID 10785Cyclohexanone, 2-hydroxy-

Product 1

HCID 198353921-Methyl-4,6,7,8-tetrahydro-2(3H)-naphthalenone

Procedure

This material is prepared according to the procedure for Preparation 6 wherein 2-hydroxycyclohexanone is substituted for carvone. The resulting hydroxyketone is converted to the semicarbazone before dehydration with aqueous oxalic acid.

Workup

customThis material is prepared

Sources & evidence

ORD record: ord-4ec6c56119a54402927d9d281f967d94
Source dataset: uspto-grants-1989_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04889947

Linked notes

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