Hexane → HCID 17962991, compound

HRID 1983810Notes

Reaction equation

[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1.C([Li])CCC.CCCCCC.[CH3:19][C:20](=[C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23]1)[CH3:21].[Cl-].[NH4+]>O1CCCC1>[CH2:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22]([C:20]([CH3:21])([CH3:19])[CH2:1][C:2]2[S:3][CH:4]=[C:5]([CH3:7])[N:6]=2)=[CH:23]1

Participants

Conditions

Temperature: -78 °C

Procedure

A solution of 2,4-dimethyl-1,3-thiazole (3.2 g, 28.1 mmol) in 20 ml of tetrahydrofuran was cooled to −78° C. and 15% n-butyl-lithium in hexane (17.5 ml, 28 mmol) was added during 15 min with stirring. The resulting yellow suspension was stirred for 20 min and then a solution of 1-(1-methylethylidene)-1H-indene (4.6 g, 29 mmol) in 5 ml of tetrahydrofuran added with vigorous stirring while the temperature was maintained at −78° C. The reaction mixture was allowed to reach room temperature and for 14 h. The resulting mixture was hydrolyzed with a saturated ammonium chloride solution.

Workup

stirringThe resulting yellow suspension was stirred for 20 min
stirringwith vigorous stirring while the temperature

Sources & evidence

ORD record: ord-016ab2f7a8fa4f699a9a3357df88b43a
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07541481B2

Reaction notes

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