Hydrochloric Acid → HCID 68840238, compound

HRID 2110574Notes

Reaction equation

HRID 2110574 reaction equation
[CH3:1][C:2]([CH3:22])([CH3:21])[CH2:3][CH2:4][C:5]1(C(OC)=O)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH2:7][C:6]1=[O:16].Cl.[OH-:24].[Na+]>>[CH3:1][C:2]([CH3:22])([CH3:21])[CH2:3][CH2:4][C:5]1([OH:24])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH2:7][C:6]1=[O:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68838120HCID 68838120, compound

Product 1

HCID 68840238HCID 68840238, compoundYield 56%

Procedure

A solution of Example 8C (0.28 g, 0.93 mmol) in 1 N NaOH (11.2 mL) was stirred at 45° C. for 2 days. The solution was neutralized to PH 3 with 1 N HCl, extracted with ethyl acetate, and the organic layer was concentrated in vacuo. Column chromatography on silica (7% methanol/dichloromethane) afforded the title compound as a white solid (0.135 g, 56%).

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationthe organic layer was concentrated in vacuo

Sources & evidence

ORD record
ord-a1eb34da70364fb1aa954ca05909b17c
Source dataset
uspto-grants-2009_04
Patent number
US07517876B2

Reaction notes

Loading…