Triethyl phosphite → HCID 178447748, compound

HRID 1439825Notes

Reaction equation

HRID 1439825 reaction equation
Br[CH2:2][CH:3]1[CH2:8][CH2:7][SiH:6]([CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])[CH2:5][CH2:4]1.[F:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=1[F:23])[CH2:18]Br.C(OP(OCC)OCC)C>[Cu](I)I.C1COCC1>[F:14][C:15]1[CH:16]=[C:17]([CH2:18][CH2:2][C@H:3]2[CH2:8][CH2:7][Si@H:6]([CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])[CH2:5][CH2:4]2)[CH:20]=[CH:21][C:22]=1[F:23]

Participants

6

Reactant 3

HCID 31215Triethyl phosphiteHCID 5814364-(Bromomethyl)-1,2-difluorobenzeneHCID 123820446HCID 123820446, compound

Product 1

HCID 178447748HCID 178447748, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

65 ml of a Grignard's reagent (1.0M THF solution) prepared from 4-bromomethyl-1-isopentyl-1-silacyclohexane was dripped into a mixture of 10.4 g (50.2 mmol) of 3,4-difluorobenzylbromide, 200 mg of copper iodide (I), 400 mg of triethylphosphite and 100 ml of THF. After a conventional after treatment, they were separated by means of chromatography to obtain 11.7 g of the target product (yield 75%).

Workup

  1. customAfter a conventional after treatment, they were separated by means of chromatography

Sources & evidence

ORD record
ord-79be8235407840e498a334e71fff3fc3
Source dataset
uspto-grants-1996_03
Patent number
US05496501

Reaction notes

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