Sodium → HCID 24755562, compound

HRID 1645435Notes

Reaction equation

HRID 1645435 reaction equation
[Na].[F:2][C:3]([F:22])([S:18]([OH:21])(=[O:20])=[O:19])[C:4]([O:6][C:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([C:10]3=[O:17])[CH2:8]1)[CH2:14]2)=[O:5].[Br-].[O:24]=[C:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH2:26][S+:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>O.C(#N)C>[O:17]=[C:10]1[CH:11]2[CH2:16][C:7]3([O:6][C:4]([C:3]([F:22])([F:2])[S:18]([O-:21])(=[O:19])=[O:20])=[O:5])[CH2:14][CH:13]([CH2:15][CH:9]1[CH2:8]3)[CH2:12]2.[O:24]=[C:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH2:26][S+:27]1[CH2:28][CH2:29][CH2:30][CH2:31]1

Participants

6

Reactant 3

HCID 5360545SodiumHCID 11346720Phenacyltetrahydrothiophenium bromideHCID 21111910HCID 21111910, compound

Product 1

HCID 24755562HCID 24755562, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent2×

Procedure

10 Parts of sodium slat of 4-oxo-1-adamantyl difluorosulfoacetate (purity: 55.2%) was charged in a vessel, and a mixed solvent of 30 parts of acetonitrile and 20 parts of ion-exchanged water was added thereto to give a mixture. A solution prepared by mixing 5.0 parts of 1-(2-oxo-2-phenylethyl)tetrahydrothiophenium bromide, 10 parts of acetonitrile and 20 parts of ion exchanged water was added to the mixture. After stirred for 15 hours, the stirred mixture was concentrated and extracted with 98 parts of chloroform. The organic layer was washed with ion-exchanged water. The obtained organic layer was concentrated. The concentrate was washed with 70 parts of ethyl acetate and the solvent was decanted and the crystals was dried to obtain 5.2 parts of 1-(2-oxo-2-phenylethyl)tetrahydrothiophenium 4-oxo-1-adamantyloxycarbonyldifluoromethanesulfonate in the form of white solid, which is called as acid generator B3.

Workup

  1. customto give a mixture
  2. customA solution prepared
  3. additionwas added to the mixture
  4. concentrationthe stirred mixture was concentrated
  5. extractionextracted with 98 parts of chloroform
  6. washThe organic layer was washed with ion-exchanged water
  7. concentrationThe obtained organic layer was concentrated
  8. washThe concentrate was washed with 70 parts of ethyl acetate
  9. customthe solvent was decanted
  10. customthe crystals was dried

Sources & evidence

ORD record
ord-578fad7a227240daa82bbc1c78654966
Source dataset
uspto-grants-2012_02
Patent number
US08124803B2

Reaction notes

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