Hydrochloric Acid → HCID 21829737, compound

HRID 1292021Notes

Reaction equation

HRID 1292021 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[K+].Cl>C(O)C.O>[OH:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][Si:16]([CH3:17])([CH3:19])[CH3:18])=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21829738HCID 21829738, compound

Product 1

HCID 21829737HCID 21829737, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

The product of Example 3 (3.3 g, 0.012 mol) in a 50/50 ethanol/water mixture (15 ml) was maintained at reflux for 3 hours in the presence of potassium hydroxide (2 g). The mixture was cooled and acidified to pH 1 with 10% hydrochloric acid. The precipitate formed was washed with water and dried under vacuum. It was recrystallized from a 50/50 methanol/water mixture (30 ml). 2 g (yield: 64%) of 2-hydroxy-5-(3-trimethylsilanylpro-pyloxy)benzoic acid were obtained in the form of a white powder.

Workup

  1. temperatureThe mixture was cooled
  2. customThe precipitate formed
  3. washwas washed with water
  4. customdried under vacuum
  5. customIt was recrystallized from a 50/50 methanol/water mixture (30 ml)

Sources & evidence

ORD record
ord-09030a28c26d4156826d12ef47b19163
Source dataset
uspto-grants-1998_05
Patent number
US05756485

Reaction notes

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