Sodium Iodide → 2-[4-[[4-(2-Iodoethoxy)phenyl]methyl]phenyl]oxazole

HRID 630342

반응식

HRID 630342 반응식
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[O:19][CH:20]=[CH:21][N:22]=3)=[CH:14][CH:13]=2)=[CH:7][CH:6]=1.[I-:23].[Na+]>CC(=O)CC>[I:23][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[O:19][CH:20]=[CH:21][N:22]=3)=[CH:14][CH:13]=2)=[CH:7][CH:6]=1

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 684847252-[4-[[4-(2-Chloroethoxy)phenyl]methyl]phenyl]oxazole

생성물 1

HCID 684895932-[4-[[4-(2-Iodoethoxy)phenyl]methyl]phenyl]oxazole수율 78.5%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

A solution of 2-[4-[[4-(2-chloroethoxy)phenyl]methyl]phenyl]oxazole (1.7 g, 4.4 mmol) in 2-butanone (18 mL) was stirred as sodium iodide (7 g, 44 mmol) was added. The reaction was heated at reflux for 2 days. The reaction was concentrated. The residue was dissolved in ethyl acetate and washed with water. The combined organic layers were dried and concentrated. The residue was recrystallized from methanol to give 1.4 g of 2-[4-[[4-(2-iodoethoxy)phenyl]methyl]phenyl]oxazole, 1H NMR (400 MHz, CDCl3) δ 7.97 (d, 2H), 7.68 (s, 1H), 7.27 (d, 2H), 7.21 (s, 1H), 7.13 (d, 2H), 6.82 (d, 2H), 4.22 (t, 2H), 3.96 (s, 2H), 3.39 (t, 2H).

후처리

  1. additionwas added
  2. temperatureThe reaction was heated
  3. temperatureat reflux for 2 days
  4. concentrationThe reaction was concentrated
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washwashed with water
  7. customThe combined organic layers were dried
  8. concentrationconcentrated
  9. customThe residue was recrystallized from methanol

출처 및 근거

ORD 기록
ord-ebf33369f5784dda97d05e207067c81e
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315509B2

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