HCID 23076398, compound → HCID 12397043, compound

HRID 2221538Notes

Reaction equation

HRID 2221538 reaction equation
C([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[O:17][CH2:18][O:19][CH3:20])C1C=CC=CC=1>O1CCCC1>[OH:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[O:17][CH2:18][O:19][CH3:20]

Participants

3

Reactant 1

HCID 23076398HCID 23076398, compound

Product 1

HCID 12397043HCID 12397043, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Benzyloxy-3-methoxymethoxybenzaldehyde (32.60 g) 5% palladium on carbon (30.0 g) and tetrahydrofuran (500 mL) were subjected to catalytic reduction under a hydrogen atmosphere and atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (1:3, v/v) to give 4-hydroxy-3-methoxymethoxybenzaldehyde as a colorless oil (11.08 g, yield 51%).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. washeluted with ethyl acetate-hexane (1:3

Sources & evidence

ORD record
ord-77f54bcd190a4db69bb844c42ff4b086
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

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