Hydrochloric Acid → HCID 57445220, compound

HRID 1692188Notes

Reaction equation

HRID 1692188 reaction equation
[CH2:1]([O:8][CH2:9][C@H:10]([CH2:21][O:22]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[O:11][CH2:12][P:13]([CH:18]([CH3:20])[CH3:19])([CH:15]([CH3:17])[CH3:16])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCOCC1.Cl>C(OCC)(=O)C>[CH2:1]([O:8][CH2:9][C@@H:10]([CH2:21][OH:22])[O:11][CH2:12][P:13]([CH:15]([CH3:17])[CH3:16])([CH:18]([CH3:19])[CH3:20])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57514329HCID 57514329, compound

Product 1

HCID 57445220HCID 57445220, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Compound 5 (31 g) was stirred 4 h with a mixture of dioxane (250 mL) and 1 M HCl (250 mL) till the starting material disappeared (approx. 3 h). Ethyl acetate (500 mL) was added, and the aqueous phase after extraction washed twice more with ethyl acetate (250 mL each). The combined extracts were washed with saturated NaHCO3 solution (2×300 mL) dried with MgSO4 and evaporated in vacuo to give the chromatographically pure material 6 which was directly used for further steps.

Workup

  1. custom(approx. 3 h)
  2. extractionthe aqueous phase after extraction
  3. washwashed twice more with ethyl acetate (250 mL each)
  4. washThe combined extracts were washed with saturated NaHCO3 solution (2×300 mL)
  5. dry with materialdried with MgSO4
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-20db4d02e9d1472f99e9f18c719ab1a9
Source dataset
uspto-grants-2012_04
Patent number
US08153787B2

Reaction notes

Loading…