Hydrochloric Acid → HCID 21468306, compound

HRID 1938106Notes

Reaction equation

HRID 1938106 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH:19]([O:21][CH2:22][CH2:23][CH3:24])[CH3:20])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+].Cl>CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH:19]([O:21][CH2:22][CH2:23][CH3:24])[CH3:20])=[CH:13][CH:12]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21468285HCID 21468285, compound

Product 1

HCID 21468306HCID 21468306, compoundYield 101.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.6 g (8 mM) of the thus-obtained (-)-4-acetoxy-4'-(3-propoxybutyl)biphenyl was dissolved in 50 ml of methanol, added thereto with 10 ml of 20% NaOH aqueous solution, and then stirred at room temperature for 2 hrs. After completion of the reaction, the reaction mixture was made to pH 2-3 by adding 1N hydrochloric acid, and then further added thereto with 100 ml of ethyl acetate, and thereafter subjected to extraction treatment. The resulting organic layer was water-washed, and then concentrated under a reduced pressure to obtain 2.3 g of 4-hydroxy-4'-(3-propoxybutyl)biphenyl (V-47) with 100% yield

Workup

  1. additionadded
  2. customAfter completion of the reaction
  3. additionfurther added
  4. extractionwith 100 ml of ethyl acetate, and thereafter subjected to extraction treatment
  5. washwashed
  6. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-e40f3d195d574b8fa83705ca01b86875
Source dataset
uspto-grants-1997_12
Patent number
US05693251

Reaction notes

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