HCID 57270306, compound → HCID 57007240, compound

HRID 370407Notes

Reaction equation

HRID 370407 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH2:12][O:13][CH3:14])[C:6]([CH3:15])=[C:5]([CH:16]=[CH:17][CH:18]=[CH:19][CH2:20][OH:21])[C:4]=1[O:22][CH2:23][O:24][CH3:25]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH2:12][O:13][CH3:14])[C:6]([CH3:15])=[C:5]([CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=[O:21])[C:4]=1[O:22][CH2:23][O:24][CH3:25]

Participants

4

Reactant 1

HCID 57270306HCID 57270306, compound

Product 1

HCID 57007240HCID 57007240, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

The alcohol compound (4.85 g, 13.7 mmol) prepared as above was dissolved in methylene chloride and the mixture was oxidized with active manganese dioxide (14.6 g) at room temperature for 2 hours. Working up in usual way gave 2,3-dimethoxy-5-methyl-1,4-bismethoxymethyloxy-6-(4-formyl-1,3-butadienyl)benzene [oily substance, δ 2.30 (3H), 3.49 (3H), 3.58 (3H), 3.86 (3H), 3.89 (3H), 5.06 (4H), 6.23 (1H), 7.0-7.4 (3H), 9.65 (1H)]. Yield 93%.

Sources & evidence

ORD record
ord-adc38bf29f854c60b72192132ca74e88
Source dataset
uspto-grants-1985_07
Patent number
US04526719

Reaction notes

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