HCID 57289350, compound → HCID 178460922, compound

HRID 1077607Notes

Reaction equation

HRID 1077607 reaction equation
[Cl-].[CH2:2]([Si@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][Zn+])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)[CH2:3][CH3:4].[F:20][C:21]1[C:26]([F:27])=[C:25]([O:28][CH2:29][CH2:30]I)[CH:24]=[CH:23][CH:22]=1>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O1CCCC1>[CH2:2]([Si@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[C:18][C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH3:30])=[C:26]([F:27])[C:21]=3[F:20])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)[CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 57289350HCID 57289350, compoundHCID 178460923HCID 178460923, compound

Product 1

HCID 178460922HCID 178460922, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

10.0 ml (10.0 mmol) of a tetrahydrofuran solution of 1.0M 4-(trans-4-n-propyl-4-silacyclohexyl) phenylethyl zinc chloride was dripped into a mixture of 4.20 g (14.8 mmol) of 2,3-difluoro-4-iodoethoxybenzene, 70 mg of tetrakis (triphenylphosphine) palladium (0) and 15 ml of tetrahydrofuran. The reaction mixture was reacted for 2 hours at 50° C. After a conventional after treatment, purification was conducted by means of silica-gel column chromatography to obtain 3.25 g (yield 88%) of the target product.

Workup

  1. customThe reaction mixture was reacted for 2 hours at 50° C
  2. customAfter a conventional after treatment, purification

Sources & evidence

ORD record
ord-0fe9172553e24f3dbf0fd04922368321
Source dataset
uspto-grants-1996_08
Patent number
US05543539

Reaction notes

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