Triethylamine → HCID 22350108, compound

HRID 896669Notes

Reaction equation

HRID 896669 reaction equation
[CH3:1][S:2]([C:5]1[CH:15]=[CH:14][C:8]([CH2:9][P:10](Cl)(Cl)=[O:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].C(N(CC)CC)C.[CH3:23][C:24]([CH3:29])([CH2:27][OH:28])[CH2:25][OH:26]>C(Cl)Cl.O.C(OCC)(=O)C>[CH3:1][S:2]([C:5]1[CH:15]=[CH:14][C:8]([CH2:9][P:10]2(=[O:11])[O:28][CH2:27][C:24]([CH3:29])([CH3:23])[CH2:25][O:26]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

7

Reactant 3

HCID 8471TriethylamineHCID 31344Neopentyl glycolHCID 22350114HCID 22350114, compound

Product 1

HCID 22350108HCID 22350108, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
21 °C

Procedure

To a solution of (4-Methanesulfonyl-benzyl)-phosphonoyl chloride from Step 2 (100 mg, 0.35 mmol) in CH2Cl2 (5 mL) was added triethylamine (0.1 mL, 0.7 mmol) and 2,2-dimethyl-1,3-propanediol (48 mg, 0.47 mmol). The resulting reaction mixture was stirred 48 h at 21° C., then diluted with water and ethyl acetate. The organic extracts were washed (H2O), (brine), dried (MgSO4), filtered and concentrated. Purification by crystallization from CH2C2/hexane provided the 2-(4-methanesulfonyl-benzyl)-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide compound as a white solid.

Workup

  1. customThe resulting reaction mixture
  2. washThe organic extracts were washed (H2O), (brine),
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification
  7. customby crystallization from CH2C2/hexane

Sources & evidence

ORD record
ord-1ef0b75679c14b5f91615a740a35d6de
Source dataset
uspto-grants-2005_07
Patent number
US06919353B2

Reaction notes

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