Hydrochloric Acid → HCID 67006251, compound

HRID 1425654Notes

Reaction equation

HRID 1425654 reaction equation
[C:1]([O:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([O: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+].CCOC(C)=O.Cl>C1COCC1.O>[C:1]([O:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([O: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 66724581HCID 66724581, compound

Product 1

HCID 67006251HCID 67006251, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-(9-Methoxycarbonylnonyloxy)benzoic acid tert-butyl ester (858 mg, 2.27 mmol) was dissolved in THF (5 ml), and 1N NaOH (2.27 mmol) was added. The mixture was stirred for 16 h. AcOEt (40 mL) and 1N HCl (2.38 ml) in water (25 ml) were added. The phases were separated, and the organic phase was dried over MgSO4, and concentrated under vacuum to yield a white solid (781 mg, 95% yield).

Workup

  1. customThe phases were separated
  2. dry with materialthe organic phase was dried over MgSO4
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-bb84f1a959fb44a5b74aa8c4676b6ac1
Source dataset
uspto-grants-2015_01
Patent number
US08933021B2

Reaction notes

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