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

HRID 16509

反応式

HRID 16509 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c4f73b96e4cc4bb3806897b156366a96
出典データセット
uspto-grants-2010_06
特許番号
US07737145B2

関連ノート

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