Ethyl Acetate → Benzenebutanal, 4-(phenylmethoxy)-

HRID 363802

Reaction equation

HRID 363802 reaction equation
S([O-])([O-])(=O)=O.[Mg+2].[CH:7]1[C:12]([C@@H:13](O)[CH2:14]N)=[CH:11][C:10]([OH:17])=[C:9](O)[CH:8]=1.[C:19]([O:22][CH2:23][CH3:24])(=O)[CH3:20]>[Pt]>[CH2:23]([O:22][C:19]1[CH:20]=[CH:11][C:12]([CH2:7][CH2:8][CH2:9][CH:10]=[O:17])=[CH:13][CH:14]=1)[C:24]1[CH:11]=[CH:12][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 8857Ethyl Acetate3×HCID 24083Sulfuric acid magnesium salt (1:1)HCID 439260Norepinephrine

Product 1

HCID 11086308Benzenebutanal, 4-(phenylmethoxy)-

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

A solution of 4-(4-benzyloxyphenyl)-butanal (52.4 g, 206 mmol) in 150 mL ethyl acetate (1.4M solution) was prepared and set aside. 10% platinum on carbon (3.40 g) was prewetted with ethyl acetate and transferred to the reactor. To this was added magnesium sulfate (60.0 g, 500 mmol), followed by the ethyl acetate solution of (trimethylsilyl)-protected norepinephrine prepared as described in Example 1.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-becb9cf850d841398405eae6e1336a80
Source dataset
uspto-grants-1999_02
Patent number
US05874601

Linked notes

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