Allyltributylstannane → 4-Allyl-3-methoxybenzonitrile

HRID 1519593노트

반응식

HRID 1519593 반응식
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].[CH2:12]([Sn](CCCC)(CCCC)CCCC)[CH:13]=[CH2:14].[Li+].[Cl-]>C1(C)C=CC=CC=1>[CH2:14]([C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11])[CH:13]=[CH2:12]

참가 물질

5

반응물 3

HCID 90628AllyltributylstannaneHCID 433294Lithium ChlorideHCID 225911814-Bromo-3-methoxybenzonitrile

생성물 1

HCID 675133484-Allyl-3-methoxybenzonitrile

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 4-bromo-3-methoxybenzonitrile (1.4 g, 6.7 mmol), allyl-tributyl-stannane (2.7 g, 8.1 mmol), LiCl (0.86 mg, 20 mmol) and Pd(PPh)4 (0.2 g) in 25 mL of anhydrous toluene was refluxed under N2 overnight. Checked the reaction with TLC and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the product 4-allyl-3-methoxybenzonitrile. MS m/z: 174 (M+1)+.

후처리

  1. temperaturewas refluxed under N2 overnight
  2. customChecked the reaction with TLC
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-471152da6fcf4871bc1fe388b8187691
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073882B2

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