Tetrahydrofuran → HCID 118192968, compound

HRID 1775422Notes

Reaction equation

HRID 1775422 reaction equation
C1COCC1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[C:24]1([S:30][C:31]2[C:32]3[CH:47]=[C:46]4[C:41]([CH:42]=[CH:43][CH:44]=[CH:45]4)=[CH:40][C:33]=3[S:34][C:35]=2[Si](C)(C)C)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O>[C:24]1([S:30][C:31]2[C:32]3[CH:47]=[C:46]4[C:41]([CH:42]=[CH:43][CH:44]=[CH:45]4)=[CH:40][C:33]=3[S:34][CH:35]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 2724141Tetrabutylammonium FluorideHCID 123484518HCID 123484518, compound

Product 1

HCID 118192968HCID 118192968, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

At −40° C., a THF solution (5 ml, 5 mmol) of 1 M tetra-n-butyl ammonium fluoride was added to THF (50 ml) and water (0.3 ml) of 3-(phenylsulfenyl)-2-trimethylsilylnaphtho[2,3-b]thiophene (550 mg, 1.5 mmol). After the mixture was stirred for 4 hours at room temperature, the reaction liquid was poured into water (50 ml). The precipitated solid was filtered and washed with ethanol and hexane. Purification was implemented by column chromatography (silica gel, CHCl3, Rf: 0.9), so that a white solid was quantitatively produced.

Workup

  1. customthe reaction liquid
  2. filtrationThe precipitated solid was filtered
  3. washwashed with ethanol and hexane
  4. customPurification
  5. customwas quantitatively produced

Sources & evidence

ORD record
ord-fc3efc7672be46229631ddfe63a9d072
Source dataset
uspto-grants-2016_02
Patent number
US09260451B2

Reaction notes

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