2-[4-(Hydroxymethyl)-2,6-dimethoxyphenoxy]ethan-1-ol → HCID 19622754, compound

HRID 1925794Notes

Reaction equation

HRID 1925794 reaction equation
[OH:1][CH2:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[C:6]([O:7][CH2:8][CH2:9][OH:10])=[C:5]([O:15][CH3:16])[CH:4]=1>C(Cl)Cl.O=[Mn]=O>[OH:10][CH2:9][CH2:8][O:7][C:6]1[C:11]([O:13][CH3:14])=[CH:12][C:3]([CH:2]=[O:1])=[CH:4][C:5]=1[O:15][CH3:16]

Participants

4

Reactant 1

HCID 435167062-[4-(Hydroxymethyl)-2,6-dimethoxyphenoxy]ethan-1-ol

Product 1

HCID 19622754HCID 19622754, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(4-hydroxymethyl-2,6-dimethoxyphenoxy)ethanol (1.78 g, 7.8 mmol) in methylene chloride (39 mL, 0.2 M) was added MnO2 (6.8 g, 78 mmol). The reaction mixture was stirred for 3 hours at room temperature, then subjected to celite filtration, and evaporated under reduced pressure. Recrystallization of the residue from diethyl ether gave a colorless granular crystal (1.586 g, 89.8%, m.p. 69 to 70° C.).

Workup

  1. filtrationsubjected to celite filtration
  2. customevaporated under reduced pressure
  3. customRecrystallization of the residue from diethyl ether

Sources & evidence

ORD record
ord-74b1f69d9ead44e7a2d108fbb0a7f201
Source dataset
uspto-grants-2012_05
Patent number
US08178727B2

Reaction notes

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