1-benzyl-1H-imidazole-2-carbaldehyde → 6-[2-(1-Benzylimidazol-2-yl)vinyl]-2-ethylaminobenzoxazole

HRID 728170

反応式

HRID 728170 の反応式
[Br-].[CH2:2]([N:4]([C:7]1[O:8][C:9]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20]C=CC=3[P+](C)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:13]=[CH:12][C:10]=2[N:11]=1)C=O)[CH3:3].[CH2:36]([N:43]1[CH:47]=[CH:46][N:45]=C1C=O)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.CC(C)([O-])C.[K+]>O1CCCC1>[CH2:36]([N:43]1[CH:47]=[CH:46][N:45]=[C:20]1[CH:21]=[CH:16][C:14]1[CH:13]=[CH:12][C:10]2[N:11]=[C:7]([NH:4][CH2:2][CH3:3])[O:8][C:9]=2[CH:15]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

参加物

5

反応物 3

HCID 1390821-benzyl-1H-imidazole-2-carbaldehydeHCID 23665647Potassium tert-butoxideHCID 86745044[2-(N-ethylformamido)benzoxazol-6-yl]-methyltriphenylphosphonium bromide

生成物 1

HCID 543240066-[2-(1-Benzylimidazol-2-yl)vinyl]-2-ethylaminobenzoxazole収率 63.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of [2-(N-ethylformamido)benzoxazol-6-yl]-methyltriphenylphosphonium bromide (0.5 g), 1-benzyl-2-imidazolecarbaldehyde (0.2 g) and potassium tert-butoxide (0.1 g) in tetrahydrofuran (5.0 ml) was refluxed for 50 minutes. Evaporation of a solvent gave a residue, which was purified by a column chromatography on silica gel eluting with a mixture of chloroform and methanol (19:1, V/V). The eluted fractions containing the desired product were collected and evaporated in vacuo to give 6-[2-(1-benzylimidazol-2-yl)vinyl]-2-ethylaminobenzoxazole (0.2 g).

後処理

  1. temperaturewas refluxed for 50 minutes
  2. customEvaporation of a solvent
  3. customgave a residue, which
  4. customwas purified by a column chromatography on silica gel eluting with a mixture of chloroform and methanol (19:1, V/V)
  5. additionThe eluted fractions containing the desired product
  6. customwere collected
  7. customevaporated in vacuo

出典と根拠

ORDレコード
ord-5278b472a91b4f3f8c1b2079ffd73702
出典データセット
uspto-grants-1991_09
特許番号
US05047411

関連ノート

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