Water → HCID 18675636, compound

HRID 1635083Notes

Reaction equation

HRID 1635083 reaction equation
[OH:1][CH:2]([C:7]([O:20][CH2:21][CH2:22][NH:23][C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5]C)=[O:4].[OH-].[K+].O>O1CCOCC1>[OH:1][CH:2]([C:7]([O:20][CH2:21][CH2:22][NH:23][C:24]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:25])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 18675620HCID 18675620, compound

Product 1

HCID 18675636HCID 18675636, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

22.2 g of methyl 2-hydroxy-3-(2-benzyloxycarbonylaminoethoxy)-3,3-diphenylpropionate (from Example 10) were dissolved in 300 ml of dioxane, mixed with 148 ml of 1M KOH and stirred at room temperature overnight. The reaction mixture was subsequently mixed with water and the aqueous phase was extracted with ether. The aqueous phase was acidified with hydrochloric acid and extracted with ether, the organic phase was dried over sodium sulfate and the solvent was distilled off. The residue (17.5 g) was directly used further.

Workup

  1. extractionthe aqueous phase was extracted with ether
  2. extractionextracted with ether
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-a4fc5e160c5c4fa59e8c0add6b0ad27f
Source dataset
uspto-grants-2003_01
Patent number
US06509341B1

Reaction notes

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