Methanol → HCID 58580204, compound

HRID 1044398Notes

Reaction equation

HRID 1044398 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15]COCC[Si](C)(C)C)=[C:11]([O:24][CH3:25])[CH:10]=2)[C:5](=[O:26])[CH:4]=1.CO.Cl.O1CCOCC1>C(Cl)Cl>[OH:15][C:12]1[CH:13]=[CH:14][C:9]([N:6]2[CH:7]=[CH:8][C:3]([CH2:2][OH:1])=[CH:4][C:5]2=[O:26])=[CH:10][C:11]=1[O:24][CH3:25]

Participants

5

Reactant 3

HCID 887MethanolHCID 204431481,4-Dioxane hydrochlorideHCID 58580238HCID 58580238, compound

Product 1

HCID 58580204HCID 58580204, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(hydroxymethyl)-1-(3-methoxy-4-((2-(trimethylsilyl)ethoxy)-methoxy)phenyl)pyridin-2(1H)-one Part E of Procedure 1 (900 mg, 2.38 mmol) in CH2Cl2 (10 mL) and MeOH (10 mL) was added 4M HCl/Dioxane (10.7 mL, 43 mmol). After stirring at RT for 1 h, concentration under vacuum provided the crude phenol as a white solid. LC-MS, [M+H]+=428.

Workup

  1. concentrationconcentration under vacuum

Sources & evidence

ORD record
ord-ba3496e036c245d18ae0dacbdd4df474
Source dataset
uspto-grants-2013_10
Patent number
US08563583B2

Reaction notes

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