Hydrochloric Acid → HCID 22145372, compound

HRID 1452098Notes

Reaction equation

HRID 1452098 reaction equation
[C:1]([C:4]1[CH:8]=[C:7]([CH3:9])[N:6]([CH2:10][CH2:11][O:12][Si](C(C)(C)C)(C)C)[N:5]=1)(=[O:3])[CH3:2].Cl>CO>[C:1]([C:4]1[CH:8]=[C:7]([CH3:9])[N:6]([CH2:10][CH2:11][OH:12])[N:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22145406HCID 22145406, compound

Product 1

HCID 22145372HCID 22145372, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Acetyl-1-(2-t-butyldimethylsilyloxyethyl)-5-methylpyrazole (1.6 g, 5.7 mM) in methanol (50 ml) was treated with 2M hydrochloric acid (10 ml). After stirring for 0.5 h the mixture was evaporated to remove methanol and the residual oil extracted repeatedly with dichloromethane and ethyl acetate to give the title compound as a colouless oil (0.633 g, 66%); δH (CDCl3) 2.30 (3H, s), 2.48 (3H, s), 3.98-4.09 (2H, m), 4.12-4.21 (2H, m), and 6.49 (1H, s).

Workup

  1. customwas evaporated
  2. customto remove methanol
  3. extractionthe residual oil extracted repeatedly with dichloromethane and ethyl acetate

Sources & evidence

ORD record
ord-7674b46b21f7417c8527d29c9ea799bf
Source dataset
uspto-grants-1997_02
Patent number
US05606051

Reaction notes

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