Naphthalene → HCID 86631015, compound

HRID 1009845Notes

Reaction equation

HRID 1009845 reaction equation
[Li:1].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+]>C1COCC1>[Li:1].[C-:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 931NaphthaleneHCID 25517Ammonium ChlorideHCID 3028194Lithium

Product 1

HCID 86631015HCID 86631015, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of lithium (12 mg, 1.73 mmol) and naphthalene (222 mg, 1.73 mmol) was stirred in THF (2.5 mL) at room temperature for 4 hours. As a result, a lithium-naphthalenide solution was prepared. To the solution, a solution in which Intermediate (VI) (130 mg, 0.41 mmol) was mixed with THF (1 mL) was added at room temperature. Immediately after the reaction mixture had been stirred for 5 minutes, the reaction mixture was mixed with a saturated ammonium chloride solution.

Workup

  1. additionwas added at room temperature

Sources & evidence

ORD record
ord-a9710f18c12d476db3be48d938da39dc
Source dataset
uspto-grants-2011_07
Patent number
US07973190B2

Reaction notes

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