Hydrochloric Acid → HCID 67078348, compound

HRID 1475643Notes

Reaction equation

HRID 1475643 reaction equation
[OH-].[Na+].C[C:4]([C:13]1[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=1)([CH:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1)[C:5]([O-:7])=[O:6].O.Cl>C1COCC1.CO>[C:19]([C:16]1[CH:15]=[CH:14][C:13]([CH:4]([CH:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)[C:5]([OH:7])=[O:6])=[CH:18][CH:17]=1)#[N:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 131732784HCID 131732784, compound

Product 1

HCID 67078348HCID 67078348, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

316.5 mg (7.9 mmol) of sodium hydroxide were added to a solution of 192.5 mg (0.79 mmol) of (+/−)-methyl(4-cyanophenyl)(cyclopentyl)acetate in 1.7 ml of THF/methanol (1:1), and the mixture was stirred at RT for 3 h. The reaction mixture was then poured into water, neutralized with 1 N hydrochloric acid and extracted with ethyl acetate. The organic phase was dried over magnesium sulphate and concentrated. This gave 125.6 mg (69% of theory) of the title compound.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase was dried over magnesium sulphate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b4d37e0d31a34d6992a03fccd8b99c97
Source dataset
uspto-grants-2015_04
Patent number
US09018258B2

Reaction notes

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