Iodoethane → 1-Bromo-2-ethoxy-4-phenoxybenzene

HRID 449100노트

반응식

HRID 449100 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[OH:15].C(=O)([O-])[O-].[K+].[K+].I[CH2:23][CH3:24]>CC(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[O:15][CH2:23][CH3:24]

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 189257712-Bromo-5-phenoxyphenol

생성물 1

HCID 215249131-Bromo-2-ethoxy-4-phenoxybenzene

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirred solution of 2-bromo-5-phenoxyphenol (120 mg, 0.45 mmol) in acetone (7 mL) was added potassium carbonate (0.375 g, 2.72 mol) followed by iodoethane (0.0724 mL, 0.905 mol) at rt. The mixture was stirred at rt overnight. Reaction mixture was concentrated down in vacuo and washed with brine extracting with EtOAc. The organics were combined, dried over Na2SO4 and concentrated to afford the title compound which was used for next step without further purification. 1H NMR (400 MHz, CDCl3): δ=1.37 (t, J=6.95 Hz, 3H), 3.95 (q, J=7.07 Hz, 2H), 6.37 (dd, J=8.59, 2.78 Hz, 1H), 6.52 (d, J=2.53 Hz, 1H), 6.90-6.97 (m, 2H), 7.00-7.08 (m, 1H), 7.22-7.30 (m, 2H), 7.36 (d, J=8.59 Hz, 1H).

후처리

  1. customReaction mixture
  2. concentrationwas concentrated down in vacuo
  3. washwashed with brine extracting with EtOAc
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fcc0eaa848ef4cd990cc1d13949f5e9f
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481733B2

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