Ethyl 4-((trimethylsilyl)ethynyl)benzoate → Ethyl(Z)-4-[2-(2,2,4,4-tetramethylchroman-6-yl)-2-(trimethylsilyl)vinyl]benzoate

HRID 1071336Notes

Reaction equation

HRID 1071336 reaction equation
[CH3:1][Si:2]([C:5]#[C:6][C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1)([CH3:4])[CH3:3].Br[C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[O:25][C:24]([CH3:30])([CH3:29])[CH2:23][C:22]2([CH3:32])[CH3:31]>>[CH3:29][C:24]1([CH3:30])[CH2:23][C:22]([CH3:32])([CH3:31])[C:21]2[C:26](=[CH:27][CH:28]=[C:19](/[C:5](/[Si:2]([CH3:3])([CH3:4])[CH3:1])=[CH:6]/[C:7]3[CH:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][CH:17]=3)[CH:20]=2)[O:25]1

Participants

3

Reactant 2

HCID 10729134Ethyl 4-((trimethylsilyl)ethynyl)benzoate2×HCID 121370056-Bromo-2,2,4,4-tetramethylchroman

Product 1

HCID 22393086Ethyl(Z)-4-[2-(2,2,4,4-tetramethylchroman-6-yl)-2-(trimethylsilyl)vinyl]benzoate

Procedure

Following General Procedure A, ethyl 4-[(trimethylsilyl)ethynyl]benzoate (Compound 9, 0.51 g, 2.0 mmol) and 6-bromo-2,2,4,4-tetramethylchroman (0.57 g, 2.25 mmol) were coupled to give the title compound.

Sources & evidence

ORD record
ord-53d757a3353445f9956926ca47a2af69
Source dataset
uspto-grants-2005_06
Patent number
US06906057B1

Reaction notes

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