Water → HCID 10845513, compound

HRID 576276Notes

Reaction equation

HRID 576276 reaction equation
C[Si](C)(C)[N-][Si](C)(C)C.[Li+].[Br:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]#[CH:19].[CH3:20]OS(OC)(=O)=O.O>O1CCCC1>[Br:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]#[C:19][CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 6020671-Bromo-2-ethynylbenzeneHCID 2733832Lithium Hexamethyldisilazide

Product 1

HCID 10845513HCID 10845513, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1M Lithium hexamethyldisilazide solution (6 mL) was added to 1-bromo-2-ethynylbenzene (1 g) in 20 mL tetrahydrofuran at room temperature, and the reaction was stirred 30 minutes. (CH3)2SO4 (0.58 mL) was added and the reaction was stirred 30 minutes. The reaction was poured into 20 mL water, extracted with 2×50 mL ether, and the combined organic layers were dried over Na2SO4, filtered, and the filtrate was concentrated.

Workup

  1. stirringthe reaction was stirred 30 minutes
  2. extractionextracted with 2×50 mL ether
  3. dry with materialthe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b4e0c436c99f4c95aad5f5ead95384fe
Source dataset
uspto-grants-2015_05
Patent number
US09035047B2

Reaction notes

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