Methane → 2-(Dimethoxymethyl)-6-hydroxy-2,5,7,8-tetramethyl-chroman

HRID 462585Notes

Reaction equation

HRID 462585 reaction equation
[CH3:1][O:2][CH:3]([O:19][CH3:20])[C:4]1([CH3:18])[CH:13]=[CH:12][C:11]2[C:6](=[C:7]([CH3:17])[C:8]([CH3:16])=[C:9]([OH:15])[C:10]=2[CH3:14])[O:5]1.C>CO.[Pd]>[CH3:20][O:19][CH:3]([O:2][CH3:1])[C:4]1([CH3:18])[CH2:13][CH2:12][C:11]2[C:6](=[C:7]([CH3:17])[C:8]([CH3:16])=[C:9]([OH:15])[C:10]=2[CH3:14])[O:5]1

Participants

5

Reactant 2

HCID 297MethaneHCID 130515412-(Dimethoxymethyl)-6-hydroxy-2,5,7,8-tetramethyl-chrom-3-ene

Product 1

HCID 130515422-(Dimethoxymethyl)-6-hydroxy-2,5,7,8-tetramethyl-chromanYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.74 g (0.63 mmole) of the chromene obtained in Example 7 were hydrogenated in 30 ml of methanol at room temperature and under atmospheric pressure using 0.15 g of a supported catalyst comprising 10% by weight of Pd on active charcoal, in the course of 16 hours. Conventional working up gave the above compound, in 97% yield, as white crystals of melting point 102°-106° C.

Workup

  1. customin the course of 16 hours
  2. customConventional working up gave the above compound

Sources & evidence

ORD record
ord-ca3428634f6d4924ad011f34d161f89b
Source dataset
uspto-grants-1985_05
Patent number
US04515975

Reaction notes

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