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

HRID 870468

反応式

HRID 870468 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 895575981-Ethoxy-2-(2-iodoethyl)benzene収率 61%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-195563b2318b40aeb23418b499615596
出典データセット
uspto-grants-2015_03
特許番号
US08969557B2

関連ノート

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