HCID 12871436, compound → HCID 14742743, compound

HRID 1651230Notes

Reaction equation

HRID 1651230 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=[C:8]([CH:21]=[O:22])[CH2:7][CH2:6]2>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=[C:8]([CH:21]=[O:22])[CH:7]=[CH:6]2

Participants

3

Reactant 1

HCID 12871436HCID 12871436, compound

Product 1

HCID 14742743HCID 14742743, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

As in Example 110, 3,4-dihydro-6-methoxy-1-(4-methoxyphenyl)-2-naphthalenecarboxaldehyde (9.7 g) and 2,3-dichloro-4,5-dicyano-1,4-benzoquinone (9.36 g) were stirred together in benzene (150 mL) at reflux for 17 hours. The usual workup provided 9.5 g of crude product which was crystallized from 2-propanol to give 7.4 g of 6-methoxy-1-(4-methoxyphenyl)-2-naphthalenecarboxaldehyde, mp 99°-101° C. Anal. Calcd for C19H16O3 : C, 78.06; H, 5.52 Found: C, 78.05; H, 5.59

Workup

  1. temperatureat reflux for 17 hours
  2. customThe usual workup provided 9.5 g of crude product which
  3. customwas crystallized from 2-propanol

Sources & evidence

ORD record
ord-3a359178e3c743d298a31652492dc2a0
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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