(Diethylamino)sulfur trifluoride → HCID 18630328, compound

HRID 725461Notes

Reaction equation

HRID 725461 reaction equation
CCN(S(F)(F)[F:7])CC.[CH2:10]([N:12]([CH2:28][CH3:29])[C:13](=[O:27])[C:14]1[C:19]([CH2:20]O)=[CH:18][CH:17]=[C:16]([F:22])[C:15]=1[Si:23]([CH3:26])([CH3:25])[CH3:24])[CH3:11]>C(Cl)Cl>[CH2:10]([N:12]([CH2:28][CH3:29])[C:13](=[O:27])[C:14]1[C:19]([CH2:20][F:7])=[CH:18][CH:17]=[C:16]([F:22])[C:15]=1[Si:23]([CH3:26])([CH3:25])[CH3:24])[CH3:11]

Participants

4

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 18630237HCID 18630237, compound

Product 1

HCID 18630328HCID 18630328, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of DAST (400 mg, 2.5 mmol) and the compound of Example 54 (660 mg, 2.2 mmol) in CH2Cl2 (30 mL) was stirred for 2 h at 25° C. The solution was poured into ice water (50 mL) and extracted with CH2Cl2. The organic extracts were combined, washed with brine, dried (MgSO4), concentrated, and purified by RC with 1:9 ethyl acetate/hexanes to give 550 mg of the title compound as a yellow oil, an 83% yield.

Workup

  1. extractionextracted with CH2Cl2
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. custompurified by RC with 1:9 ethyl acetate/hexanes

Sources & evidence

ORD record
ord-b226e055e7b046ebb02b79ffc5670482
Source dataset
uspto-grants-1998_01
Patent number
US05705513

Reaction notes

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