Triethylamine → Ethyl 5-(4-chlorophenyl)oxazole-4-carboxylate

HRID 1506660ノート

反応式

HRID 1506660 の反応式
C(N(CC)CC)C.[Cl:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1.[N+:18]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])#[C-:19]>C1COCC1>[Cl:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]2[O:14][CH:19]=[N:18][C:20]=2[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 533707Ethyl isocyanoacetate

生成物 1

HCID 2739479Ethyl 5-(4-chlorophenyl)oxazole-4-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Triethylamine (20 mL, 144 mmol) was added to a solution of 4-chlorobenzoyl chloride (8.4 g, 48 mmol) in THF (100 mL) at 0° C. Ethyl 2-isocyanoacetate (6.0 g, 53 mmol) was added dropwise and the resulting solution was stirred at room temperature for 1 h. The reaction mixture was partitioned between EtOAc and water. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica column with ethyl acetate and hexanes as eluents to give the desired compound. MS (m/z) 252.1 [M+H]+.

後処理

  1. customThe reaction mixture was partitioned between EtOAc and water
  2. washThe organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica column with ethyl acetate and hexanes as eluents

出典と根拠

ORDレコード
ord-154d0ca150844c3bb7959b249e4d05d0
出典データセット
uspto-grants-2015_12
特許番号
US09220710B2

反応ノート

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