Tributylvinyltin → HCID 59026182, compound

HRID 639021Notes

Reaction equation

HRID 639021 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]3[O:15][CH2:14][CH2:13][O:12][C:10]3=2)[N:5]=[CH:4][CH:3]=1.[CH:16]([Sn](CCCC)(CCCC)CCCC)=[CH2:17]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:16]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]3[O:15][CH2:14][CH2:13][O:12][C:10]3=2)[N:5]=[CH:4][CH:3]=1)=[CH2:17]

Participants

5

Reactant 2

HCID 81998TributylvinyltinHCID 21873633HCID 21873633, compound

Product 1

HCID 59026182HCID 59026182, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

To a solution of 10-Bromo-2,3-dihydro-[1,4]dioxino[2,3-f]quinoline (0.8 g, 38.4 mmol, 1 eq) in toluene (15 mL) was added vinyltributyl tin (1.05 mL) and Pd(PPh3)4, (173 mg). The reaction was stirred under Argon for 18 hours at 130 C. The reaction was then cooled and evaporated to dryness. The solid obtained was passed through silica gel to obtain the title compound with as a pale yellow solid (0.50 g, 64%). LC/MS (ES) m/z 214.

Workup

  1. temperatureThe reaction was then cooled
  2. customevaporated to dryness
  3. customThe solid obtained

Sources & evidence

ORD record
ord-699818a0a11744a88decfbe84110f5ae
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

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