Allyl bromide → 1,3-Butadienylferrocene

HRID 433009

반응식

HRID 433009 반응식
[Mg].[C-:2]1([CH:7]=O)[CH:6]=[CH:5][CH:4]=[CH:3]1.[CH-:9]1[CH:13]=CC=[CH:10]1.[Fe+2:14].C(Br)C=C.C[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>C1COCC1>[C-:2]1([CH:7]=[CH:13][CH:9]=[CH2:10])[CH:6]=[CH:5][CH:4]=[CH:3]1.[CH-:20]1[CH:21]=[CH:22][CH:23]=[CH:24]1.[Fe+2:14]

참가 물질

6

반응물 4

HCID 7841Allyl bromideHCID 8058HexaneHCID 5462224Magnesium2회HCID 15184314Ferrocenecarboxyaldehyde

생성물 1

HCID 1296652321,3-Butadienylferrocene수율 84%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

72 mg (3.0 mmole) of magnesium metal was placed in a 50 ml round bottom flask. 214 mg (1.0 mmole) of ferrocenaldehyde and 181.5 mg (1.5 mmole) of allyl bromide were dissolved in 15 ml of THF. The resulting mixture was poured into the round bottom flask containing the magnesium metal, while stirring at room temperature for two hours. After two-hour stirring, the cover of the flask was opened, and the liquid portion of the reaction mixture was introduced into a silica gel column, which had been wetted with n-hexane. All the liquid migrated into the silica gel, and the column was placed still for 24 hours. Next, the column was eluted with n-hexane. After evaporating the solvent from the eluate collected, 200 mg (0.84 mmole) of a purified title product was obtained with a yield of 84%.

후처리

  1. additionThe resulting mixture was poured into the round bottom flask
  2. stirringAfter two-hour stirring
  3. additionthe liquid portion of the reaction mixture was introduced into a silica gel column, which
  4. waitAll the liquid migrated into the silica gel, and the column was placed still for 24 hours
  5. washNext, the column was eluted with n-hexane
  6. customAfter evaporating the solvent from the eluate collected, 200 mg (0.84 mmole) of
  7. customa purified title product
  8. customwas obtained with a yield of 84%

출처 및 근거

ORD 기록
ord-e0828d4510c64f71a754e5983a7caf60
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664409B1

연결된 노트

불러오는 중…