Hexane → HCID 57750114, compound

HRID 504460Notes

Reaction equation

HRID 504460 reaction equation
[CH3:1][Si:2]([C:5]#[CH:6])([CH3:4])[CH3:3].[Li]CCCC.CCCCCC.[CH3:18][O:19][B:20](OC)[O:21][CH3:22]>C1COCC1>[CH3:18][O:19][B:20]([C:6]#[C:5][Si:2]([CH3:4])([CH3:3])[CH3:1])[O:21][CH3:22]

Participants

6

Reactant 4

HCID 8058HexaneHCID 8470Trimethyl borateHCID 66111TrimethylsilylacetyleneHCID 178418339Butyllithium

Product 1

HCID 57750114HCID 57750114, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of trimethylsilylacetylene (0.51 mL) in THF (4 mL) was cooled to −78° C. under argon, and then a solution of n-BuLi in n-hexane (1.6 M, 2.25 mL, 3.6 mmol) was added via syringe. The resulting mixture was stirred at the same temperature for 15 min, then trimethylborate (0.4 mL, 3.6 mmol) was added. The cooling bath was removed, and the mixture was stirred at room temperature for 15 min to give a solution of the title compound.

Workup

  1. customThe cooling bath was removed
  2. stirringthe mixture was stirred at room temperature for 15 min

Sources & evidence

ORD record
ord-b739a300b60042d6a12be658d72a7187
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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