Trimethylsilylacetylene → HCID 22619436, compound

HRID 861767Notes

Reaction equation

Br[C:2]1[CH:11]=[CH:10][C:9]2[C:8]([CH3:13])([CH3:12])[CH2:7][CH2:6][C:5]([CH3:15])([CH3:14])[C:4]=2[CH:3]=1.[CH3:16][Si:17]([C:20]#[CH:21])([CH3:19])[CH3:18]>>[CH3:14][C:5]1([CH3:15])[CH2:6][CH2:7][C:8]([CH3:13])([CH3:12])[C:9]2[C:10]([C:21]#[C:20][Si:17]([CH3:19])([CH3:18])[CH3:16])=[CH:11][CH:2]=[CH:3][C:4]1=2

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 2266856-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 22619436HCID 22619436, compoundYield 66.1%

Procedure

Following the basic procedure of Example 1(a), by reacting 26.7 g (0.1 mol) of 2-bromo-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene with 20 g (0.204 mol) of trimethylsilylacetylene, 18.8 g (66%) of the expected compound were obtained in the form of a colorless oil.

Sources & evidence

ORD record: ord-ae4d1c1370624aa3a796d8ee1b4ba0c7
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05716624

Reaction notes

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