Imidazole → HCID 21933797, compound

HRID 1422870Notes

Reaction equation

HRID 1422870 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1.[CH3:11][C:12]([Si:15](Cl)([CH3:17])[CH3:16])([CH3:14])[CH3:13].N1C=CN=C1.O>CN(C=O)C.C(OCC)(=O)C>[Si:15]([O:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([C:12]([CH3:14])([CH3:13])[CH3:11])([CH3:17])[CH3:16]

Participants

7

Reactant 4

HCID 795ImidazoleHCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 834043-Hydroxyphenethyl alcohol

Product 1

HCID 21933797HCID 21933797, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3-(2-hydroxyethyl)phenol (7.55 g, 0.0546 mol), TBSCl (8.22 g, 0.0546 mol) and imidazole (3.71 g, 0.0546 mol) in DMF was stirred for 18 h at room temperature. Water (200 mL) and ethyl acetate (200 mL) were added; the organic layer was separated and washed with water (2×100 mL), dried over MgSO4, filtered and evaporated to dryness under reduced pressure to produce the desired product as a clear oil which was used without further purification.

Workup

  1. customthe organic layer was separated
  2. washwashed with water (2×100 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-dbfc2f3edd6947e48cd87b137912416f
Source dataset
uspto-grants-2015_01
Patent number
US08927548B2

Reaction notes

Loading…