HCID 178439009, compound → HCID 178439004, compound

HRID 1901414Notes

Reaction equation

[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([Mg]Br)=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3].Cl[C:21]1[CH:26]=[CH:25][C:24]([C@H:27]2[CH2:32][CH2:31][Si@H:30]([CH2:33][CH2:34][CH3:35])[CH2:29][CH2:28]2)=[CH:23][C:22]=1[F:36]>[Ni](Cl)Cl.C1(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O1CCCC1>[CH2:33]([Si@H:30]1[CH2:31][CH2:32][C@H:27]([C:24]2[CH:25]=[CH:26][C:21]([C:15]3[CH:16]=[CH:17][C:12]([CH2:11][CH2:10][C:7]4[CH:8]=[CH:9][C:4]([CH2:1][CH2:2][CH3:3])=[CH:5][CH:6]=4)=[CH:13][CH:14]=3)=[C:22]([F:36])[CH:23]=2)[CH2:28][CH2:29]1)[CH2:34][CH3:35]

Participants

Conditions

Temperature: 50 °C

Procedure

An 22-ml tetrahydrofuran solution of 1.05M 4-(2-(4-n-propylphenyl)ethyl)phenyl magnesium bromide was dripped into a mixture of 5.44 g of trans-4-(4-chloro-3-fluorophenyl) -1-n-propyl-1-silacyclohexane, 80 mg of 1,3-bis(diphenylphosphino)propane nickel (II) chloride and 30 ml of tetrahydrofuran, and the resulting mixture was stirred for 20 hours at 50° C. After a conventional after treatment, the reaction mixture was purified by means of silica-gel chromatography to obtain 6.42 g (yield 70%) of the target product.

Workup

customAfter a conventional after treatment, the reaction mixture was purified by means of silica-gel chromatography

Sources & evidence

ORD record: ord-2b5db8a77cbe4250a4799d872ba30171
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05578244

Reaction notes

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