HCID 123855985, compound → HCID 178460933, compound

HRID 1377402Notes

Reaction equation

HRID 1377402 reaction equation
[CH2:1]([Mg]Br)[CH2:2][CH3:3].Cl[SiH:7]1[CH2:12][CH2:11][CH:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[C:21]([F:23])[C:20]([O:24][CH:25]([F:27])[F:26])=[C:19]([F:28])[CH:18]=2)[CH2:9][CH2:8]1>C1COCC1>[F:28][C:19]1[CH:18]=[C:17]([CH2:16][CH2:15][CH2:14][CH2:13][C@H:10]2[CH2:11][CH2:12][Si@H:7]([CH2:1][CH2:2][CH3:3])[CH2:8][CH2:9]2)[CH:22]=[C:21]([F:23])[C:20]=1[O:24][CH:25]([F:27])[F:26]

Participants

4

Reactant 2

HCID 123855985HCID 123855985, compoundHCID 178455851HCID 178455851, compound

Product 1

HCID 178460933HCID 178460933, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

50 ml (0.13 mols) of a THF solution of 2.5M of propylmagnesium bromide was dropped in a mixed solution of 36.9 g (0.1 mol) of 1-chloro-4-(4-(3,5-difluoro-4-difluoromethoxyphenyl)butyl)-1-silacyclohexane and 300 ml of THF. The resultant product was found to be a mixture of trans and cis isomers with respect to the silacyclohexane ring. The product was subjected to ordinary aftertreatments such as removal of solvent and salts, followed by isolation through chromatography to obtain 32.1 g (yield: 85%) of the intended trans isomer product.

Workup

  1. additiona mixture of trans and cis isomers with respect to the silacyclohexane ring
  2. customThe product was subjected to ordinary aftertreatments such as removal of solvent and salts
  3. customto obtain 32.1 g (yield: 85%) of the intended trans isomer product

Sources & evidence

ORD record
ord-ce78895e8d13414ebc68381ec41759e2
Source dataset
uspto-grants-1997_09
Patent number
US05665271

Reaction notes

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