Sodium sulfate decahydrate → 3,5-Bis(methoxymethoxy)benzylalcohol

HRID 505658Notes

Reaction equation

HRID 505658 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([O:10][CH2:11][O:12][CH3:13])[CH:7]=[C:6]([O:14][CH2:15][O:16][CH3:17])[CH:5]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[CH3:13][O:12][CH2:11][O:10][C:8]1[CH:9]=[C:4]([CH2:3][OH:2])[CH:5]=[C:6]([O:14][CH2:15][O:16][CH3:17])[CH:7]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 10106435Methyl 3,5-bis(methoxymethoxy)benzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 104437513,5-Bis(methoxymethoxy)benzylalcoholYield 94%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

The above-obtained 3,5-bis(methoxymethoxy)benzoic acid methyl ester (9.1 g, 36 mmol) was dissolved in diethylether (50 mL) and cooled to 0° C. To the obtained solution, lithium aluminum hydride (2.0 g, 54 mmol) was slowly added followed by stirring at 0° C. for 2 hours. The reaction mixture was further added with sodium sulfate decahydrate (40 g), and was stirred for another 1 hour. The reaction mixture was filtered, and the obtained filtrate was concentrated under reduced pressure to obtain 3,5-bis(methoxymethoxy)phenylmethanol (7.6 g, 94%).

Workup

  1. stirringwas stirred for another 1 hour
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe obtained filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e1c7a66c8d4143b2a4a441cb283b90f1
Source dataset
uspto-grants-2010_08
Patent number
US07781485B2

Reaction notes

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