Water → HCID 21028581, compound

HRID 1828641Notes

Reaction equation

HRID 1828641 reaction equation
[CH2:1]([O:5][C:6]([C:8]1[S:12][C:11]2[CH:13]=[CH:14][C:15]([O:17]COC)=[CH:16][C:10]=2[C:9]=1[O:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])=[O:7])[CH2:2][CH2:3][CH3:4].O.CCCCCC>Cl.C(O)(=O)C>[CH2:1]([O:5][C:6]([C:8]1[S:12][C:11]2[CH:13]=[CH:14][C:15]([OH:17])=[CH:16][C:10]=2[C:9]=1[O:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 962WaterHCID 8058HexaneHCID 21028579HCID 21028579, compound

Product 1

HCID 21028581HCID 21028581, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 176Acetic AcidSolvent

Procedure

A few drops of concentrated HCl were added to 5.92 g (15 mmol) VI in 150 ml acetic acid, followed by stirring for 10 h at room temperature. 500 ml water were then added to the reaction solution, followed by repeated extraction with Et2O. The combined organic phases were dried over Na2SO4 and freed from the solvent. Recrystallization from diethylether:n-hexane=4:1 produced 4.21 g (12 mmol, 80%) VII.

Workup

  1. extractionextraction with Et2O
  2. dry with materialThe combined organic phases were dried over Na2SO4
  3. customRecrystallization from diethylether

Sources & evidence

ORD record
ord-29f96919f7a8496780e68acaf1e5d657
Source dataset
uspto-grants-2006_06
Patent number
US07060109B2

Reaction notes

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