Sodium Sulfate → (2,6-Bis-benzyloxyphenyl)-methanol

HRID 660618Notes

Reaction equation

HRID 660618 reaction equation
C([O:8][C:9](=O)[C:10]1[C:15]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=[CH:12][C:11]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)C1C=CC=CC=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:25]([O:24][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:10]=1[CH2:9][OH:8])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 145620262,6-Bis-benzyloxybenzoic Acid Benzyl EsterHCID 21226445Aluminium lithium hydride

Product 1

HCID 68839928(2,6-Bis-benzyloxyphenyl)-methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,6-bis-benzyloxybenzoic acid benzyl ester (3.0 g, 6.6 mmol) in THF (15 mL) at 0° C. is added dropwise 7.92 mL of LiAlH4 (1.0M in THF) then the mixture is stirred at RT for 18 h. Saturated sodium sulfate solution (1 ml) is added carefully and the resulting precipitate is filtered. The filtrate is evaporated to give the title compound. This is used directly in the next reaction.

Workup

  1. filtrationthe resulting precipitate is filtered
  2. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-99664aabfce8423ca0270d607eef6252
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

Loading…