Hydrochloric Acid → HCID 66724527, compound

HRID 562546Notes

Reaction equation

HRID 562546 reaction equation
[C:1]([O:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([S:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]C)=[O:24])=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl.CCOC(C)=O>C1COCC1.O>[C:1]([O:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([S:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:9][CH:8]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 667244744-(9-Methoxycarbonyl nonylsulfanyl) benzoic acid tert-butyl ester

Product 1

HCID 66724527HCID 66724527, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-(9-Methoxycarbonyl nonylsulfanyl)benzoic acid tert-butyl ester (2.46 g, 6.2 mmol) was dissolved in THF (25 ml). 1 N NaOH (6.2 ml, 6.2 mmol) was added and the mixture was stirred under N2 for 1 d. 1 N HCl (6.5 ml) diluted with water (100 ml) was added, and then AcOEt (100 ml) was added. The organic phase was dried over MgSO4 and concentrated under vacuum to yield a white solid (2.5 g).

Workup

  1. additionwas added
  2. dry with materialThe organic phase was dried over MgSO4
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-3c55359169d443c89efc0938b5ce2eeb
Source dataset
uspto-grants-2011_11
Patent number
US08067362B2

Reaction notes

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