Hydrochloric Acid → HCID 23466037, compound

HRID 443932Notes

Reaction equation

HRID 443932 reaction equation
[OH:1][C:2]([CH3:23])([CH2:9][CH:10]([O:19][C:20](=[O:22])C)[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:3]C(OCC)=O.[OH-].[Na+].Cl.C(OCC)(=O)C>CO>[OH:1][C:2]1([CH3:3])[CH2:9][CH:10]([CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[O:19][C:20](=[O:22])[CH2:23]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 23466036HCID 23466036, compound

Product 1

HCID 23466037HCID 23466037, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using 1.48 g of 4-acetoxy-6-phenylhexan-2-one, 1 ml of ethyl bromoacetate and 0.62 g of zinc, the reaction and the purification of the product were carried out according to the method described in Example 1 (a) affording 1.03 g of ethyl 3-hydroxy-3-methyl-5-acetoxy-7-phenylheptanoate. The ester (0.90 g) thus obtained was dissolved in 5 ml of methanol and 2 ml of 4 N sodium hydroxide was added thereto. The mixture was stirred for 4 hours at room temperature, acidified by the addition of 4 N hydrochloric acid, 5 ml of ethyl acetate was added and the mixture was stirred for 3 days. The usual treatment of the organic solvent layer afforded 400 mg of the desired compound.

Workup

  1. additionwas added
  2. stirringthe mixture was stirred for 3 days

Sources & evidence

ORD record
ord-e6a0adb2381f46b386bba6b46e261fa8
Source dataset
uspto-grants-1981_04
Patent number
US04262013

Reaction notes

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