Sodium Hydroxide → HCID 66910028, compound

HRID 576006Notes

Reaction equation

HRID 576006 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:17])[CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Na+:19]>C(O)C>[Na+:19].[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:17])[CH2:11][CH2:12][CH2:13][C:14]([O-:16])=[O:15])=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 177018Butyric acid, 4-(p-isopropylbenzoyl)-

Product 1

HCID 66910028HCID 66910028, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 11 was prepared as follows. 5-(4-Isopropyl-phenyl)-5-oxo-pentanoic acid (5 g, 21.3 mmol) was dissolved in 75 mL ethanol in a 250 mL flask. Sodium hydroxide (0.85 g, 21.3 mmol) was added and the reaction stirred overnight under reduced pressure on a rotary evaporator. The solid was dried under vacuum and used without further purification. Found: C, 60.24, H, 6.66, Na, 9.21%; C14H17O3Na requires C, 61.28; H, 6.98, Na, 8.38%. 1H NMR (D2O): δ 7.7, d, 2H (aryl-H's); δ 7.2 d, 2H (aryl H's); δ 2.9, t, 2H(CH2 α to carbonyl); δ 2.8, multiplet, 1H, (CH of isopropyl group); δ 2.1, t, 2H (CH2 α to COOH); δ 1.8, q, 2H (CH2 β to both carbonyl & COOH), δ 1.1, d, 6H (CH3's of isopropyl group).

Workup

  1. customThe solid was dried under vacuum
  2. customused without further purification

Sources & evidence

ORD record
ord-e38769db456c4f8fb67c4f634b0db786
Source dataset
uspto-grants-2015_05
Patent number
US09035085B2

Reaction notes

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