Toluene → 5-Chloro-2-(4-chloromethylphenoxymethyl)imidazo[1,2-a]pyridine

HRID 2299727ノート

反応式

HRID 2299727 の反応式
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[N:11]2[CH:12]=[C:13]([CH2:15][O:16][C:17]3[CH:24]=[CH:23][C:20]([CH2:21]O)=[CH:19][CH:18]=3)[N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.C1(C)C=CC=CC=1>O>[Cl:5][C:6]1[N:11]2[CH:12]=[C:13]([CH2:15][O:16][C:17]3[CH:24]=[CH:23][C:20]([CH2:21][Cl:3])=[CH:19][CH:18]=3)[N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 22344568HCID 22344568、化合物

生成物 1

HCID 223445955-Chloro-2-(4-chloromethylphenoxymethyl)imidazo[1,2-a]pyridine収率 52%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Thionyl chloride (0.597 ml) was added dropwise to a mixture of 4-(5-chloroimidazo[1,2-a]pyridine-2-ylmethoxy)benzylalcohol (1.97 g), triethylamine (1.15 ml) and toluene (50 ml) at 0° C. After stirring for 1 hour, water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate-hexane to obtain 5-chloro-2-(4-chloromethylphenoxymethyl)imidazo[1,2-a]pyridine (1.10 g, yield 52%) as colorless crystals. m.p. 114-115° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe remaining crystals were recrystallized from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-8c4a6141abfa4bc5a2327707b5a48d45
出典データセット
uspto-grants-2002_12
特許番号
US06495581B1

反応ノート

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