Tetrahydrofuran → HCID 123498468, compound

HRID 1475924Notes

Reaction equation

HRID 1475924 reaction equation
[Li]C[CH2:3][CH2:4][CH3:5].[CH2:6]1[CH2:10]OC[CH2:7]1.[CH:11]1[C:12]2[CH:26]=[CH:25][C:24]3[C:20]4[S:21][CH:22]=[CH:23][C:19]=4[CH:18]=[CH:17][C:16]=3[C:13]=2[S:14][CH:15]=1.[CH:27]([Si:30](Cl)([CH:34]([CH3:36])[CH3:35])[CH:31]([CH3:33])[CH3:32])([CH3:29])[CH3:28]>O.Cl>[CH:27]([Si:30]([CH:6]([CH3:10])[CH3:7])([CH:4]([CH3:5])[CH3:3])[C:15]1[S:14][C:13]2[C:16]3[CH:17]=[CH:18][C:19]4[CH:23]=[C:22]([Si:30]([CH:34]([CH3:36])[CH3:35])([CH:31]([CH3:33])[CH3:32])[CH:27]([CH3:29])[CH3:28])[S:21][C:20]=4[C:24]=3[CH:25]=[CH:26][C:12]=2[CH:11]=1)([CH3:29])[CH3:28]

Participants

7

Reactant 4

HCID 8028TetrahydrofuranHCID 139400Triisopropylsilyl chlorideHCID 58434773Naphtho[1,2-b:5,6-b']dithiopheneHCID 178418339Butyllithium

Product 1

HCID 123498468HCID 123498468, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

An n-BuLi (3 mmol) hexane solution was added to a THF (10 ml) solution of naphtho[1,2-b:5,6-b′]dithiophene (1 mmol), and stirred at room temperature for one hour. This reaction mixture was slowly added with triisopropylsilyl chloride (4 mmol), and further, stirred at room temperature for 16 hours. Further, diluted with water (50 ml), and 1N hydrochloric acid (50 ml) was added. A precipitate formed was filtered out and washed with water, methanol, or hexane such that the compound A1 was obtained as a white solid.

Workup

  1. stirringfurther, stirred at room temperature for 16 hours
  2. additionwas added
  3. customA precipitate formed
  4. filtrationwas filtered out
  5. washwashed with water, methanol, or hexane such that the compound A1
  6. customwas obtained as a white solid

Sources & evidence

ORD record
ord-9984a6622b6748e087ac9567af4122ea
Source dataset
uspto-grants-2015_04
Patent number
US09018398B2

Reaction notes

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