Hydrochloric Acid → HCID 117818661, compound

HRID 2206882Notes

Reaction equation

HRID 2206882 reaction equation
Cl.O[CH:3]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH2:21][C:22]#[C:23][Si](C)(C)C)[CH2:4][C:5](=[N:12][OH:13])[C:6](OC)([O:8]C)[CH3:7].C(=O)([O-])O.[Na+]>>[CH2:21]([O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH:3]1[O:13][N:12]=[C:5]([C:6](=[O:8])[CH3:7])[CH2:4]1)[C:22]#[CH:23]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 131735871HCID 131735871, compound

Product 1

HCID 117818661HCID 117818661, compound

Procedure

A solution of hydrochloric acid (4M in dioxane, 3.80 ml) was added to 1-hydroxyl-4,4-dimethoxy-1-(2-{[3-(trimethylsilyl)prop-2-yn-1-yl]oxy}phenyl)pentan-3-one oxime. After stirring for a further 15 minutes, concentrated sodium hydrogencarbonate solution was added to the reaction mixture, and the aqueous phase was removed and extracted with dichloromethane. The combined organic phases were dried over magnesium sulphate and concentrated. This gave 1-[5-(2-{[prop-2-yn-1-yl]oxy}phenyl)-4,5-dihydro-1,2-oxazol-3-yl]ethanone (315 mg, 99%).

Workup

  1. customthe aqueous phase was removed
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organic phases were dried over magnesium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c52c3f9d40dc4c68bbfb2b0d15391fb6
Source dataset
uspto-grants-2016_06
Patent number
US09375009B2

Reaction notes

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