Water → HCID 17864966, compound

HRID 1611986Notes

Reaction equation

HRID 1611986 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]([CH2:16][CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])=[O:15])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH-].[Na+].O>C(O)C>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([NH:13][C:14]([CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:15])[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22252328HCID 22252328, compound

Product 1

HCID 17864966HCID 17864966, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 8 g of the compound obtained in Step A, 50 ml of 1M sodium hydroxide solution, 50 ml of water and 100 ml of ethanol is stirred for 6 hours at 50° C. The ethanol is then removed by distillation under a partial vacuum. The residual solution is rendered acidic by the addition of 1M hydrochloric acid and extracted with dichloromethane. The combined organic phases are dried with Na2SO4 and evaporated to dryness to yield a colourless oil (quantitative yield).

Workup

  1. customThe ethanol is then removed by distillation under a partial vacuum
  2. additionThe residual solution is rendered acidic by the addition of 1M hydrochloric acid
  3. extractionextracted with dichloromethane
  4. dry with materialThe combined organic phases are dried with Na2SO4
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-2ac2aba50dbf4269a9bed797e2101d48
Source dataset
uspto-grants-2006_01
Patent number
US06992085B2

Reaction notes

Loading…