Potassium Carbonate → HCID 67374430, compound

HRID 1805909Notes

Reaction equation

HRID 1805909 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][O:20][P:21]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])=[CH:13][C:12]=1[O:39][CH3:40])(=O)C>CO>[P:21]([O:20][CH2:19][CH2:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([OH:10])=[C:12]([O:39][CH3:40])[CH:13]=1)([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([O:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:22]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 67375251HCID 67375251, compound

Product 1

HCID 67374430HCID 67374430, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Potassium carbonate (0.072 g, 0.524 mmol) was added to a stirred solution of 4-(2-{[bis(benzyloxy)phosphoryl]oxy}ethoxy)-2-methoxyphenyl acetate (0.1274 g, 0.262 mmol) in MeOH (17.5 mL) at 25° C. The reaction was stirred at 25° C. for 1 h. The reaction mixture was concentrated in vacuo and the resulting residue was partitioned between water (20 mL) and EtOAc (20 mL). The aqueous layer was separated and extracted with EtOAc (2×20 mL). The combined organic extracts were dried (MgSO4) and concentrated in vacuo to afford dibenzyl 2-(4-hydroxy-3-methoxyphenoxy)ethyl phosphate, as an oil. LCMS calc.=445.1; found=444.9 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue was partitioned between water (20 mL) and EtOAc (20 mL)
  3. customThe aqueous layer was separated
  4. extractionextracted with EtOAc (2×20 mL)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ea1922742c56416391c826593ddc36c2
Source dataset
uspto-grants-2013_01
Patent number
US08354454B2

Reaction notes

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