Imidazole → 1-Ethoxy-2-(2-iodoethyl)benzene

HRID 870468

반응식

HRID 870468 반응식
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11]O)[CH3:2].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.N1C=CN=C1.[I:37]I>ClCCl>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][I:37])[CH3:2]

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 2512712-(2-Ethoxyphenyl)ethanol

생성물 1

HCID 895575981-Ethoxy-2-(2-iodoethyl)benzene수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

Into a 50-mL round-bottom flask was placed dichloromethane (20 mL) and 2-(2-ethoxyphenyl)ethan-1-ol (1.33 g, 8.00 mmol, 1.00 equiv). The solution was cooled to 0° C. in a water/ice bath. Then PPh3 (2.72 g, 10.37 mmol, 1.30 equiv), imidazole (707 mg, 10.40 mmol, 1.30 equiv) and I2 (2.44 g, 9.61 mmol, 1.20 equiv) were added. The resulting solution was stirred at room temperature overnight. The reaction was then quenched by the addition of 50 mL of NaHSO3 (aq.). The organic layer was separated and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (0:100). Purification afforded 1.34 g (61%) of 1-ethoxy-2-(2-iodoethyl)benzene as a colorless oil.

후처리

  1. customInto a 50-mL round-bottom flask was placed
  2. customThe reaction was then quenched by the addition of 50 mL of NaHSO3 (aq.)
  3. customThe organic layer was separated
  4. concentrationconcentrated under vacuum
  5. customPurification

출처 및 근거

ORD 기록
ord-195563b2318b40aeb23418b499615596
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969557B2

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