Water → HCID 178455513, compound

HRID 1188008Notes

Reaction equation

HRID 1188008 reaction equation
Cl.[OH:2][CH2:3][C:4]1[N:5]=[CH:6][NH:7][CH:8]=1.[Si:9](Cl)([C:22]([CH3:25])([CH3:24])[CH3:23])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.O>C(Cl)Cl>[Si:9]([O:2][CH2:3][C:4]1[N:5]=[CH:6][NH:7][CH:8]=1)([C:22]([CH3:25])([CH3:24])[CH3:23])([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 94078tert-ButyldiphenylchlorosilaneHCID 178418488HCID 178418488, compound

Product 1

HCID 178455513HCID 178455513, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

4-Hydroxymethylimidazole hydrochloride ACROS (5 g, 37.1 mmol) was suspended in CH2Cl2 (100 ml) and TEA (12.87 ml, 92.8 mmol) was added. The solution was cooled at 0° C. and tert-butyldiphenylsilylchloride (15.3 ml, 55.7 mmol) was added. The reaction mixture was stirred for 30 min at 0° C. and at room temperature for 3.5 h. Water was added, the organic extract was washed with water and brine, then died over MgSO4. The solvent was removed under reduced pressure and the resulting oil was crystallized from diisopropylether to afford a white solid (8.17 g, m.p.=135° C.).

Workup

  1. extractionthe organic extract
  2. washwas washed with water and brine
  3. customThe solvent was removed under reduced pressure
  4. customthe resulting oil was crystallized from diisopropylether

Sources & evidence

ORD record
ord-26f9863c17aa41348669d45743e7d37b
Source dataset
uspto-grants-2014_03
Patent number
US08673955B2

Reaction notes

Loading…