Water → N-hydroxy-N-(3-benzo[b]thien-2-ylprop-2-enyl) acetamide

HRID 2351465ノート

反応式

HRID 2351465 の反応式
O1CCCCC1[O:7][NH:8][CH2:9][CH:10]=[CH:11][C:12]1[S:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[CH:13]=1.[O:21]1CCC[CH2:23][CH:22]1NO.S1C=C(C(Br)C=C)C2C=CC=CC1=2.O>CN(C=O)C>[OH:7][N:8]([CH2:9][CH:10]=[CH:11][C:12]1[S:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[CH:13]=1)[C:22](=[O:21])[CH3:23]

参加物

6

反応物 4

HCID 962WaterHCID 13168123Tetrahydropyranyl hydroxylamineHCID 198463353-Benzo[b]thienylbromoprop-2-eneHCID 86743434O-Tetrahydropyranyl-3-benzo[b]thien-2-ylprop-2-enyl hydroxylamine

生成物 1

HCID 24103629N-hydroxy-N-(3-benzo[b]thien-2-ylprop-2-enyl) acetamide収率 66%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

O-Tetrahydropyranyl-3-benzo[b]thien-2-ylprop-2-enyl hydroxylamine. Tetrahydropyranylhydroxyl amine (0.51 g, 4.34 mmole) in DMF (10 mL) was added to a solution of 3-benzo[b]thienylbromoprop-2-ene (0.50 g, 1.98 mmole) in DMF (10 mL). After being allowed to stir for two hours the reaction was poured into water and extracted with ether. The organic layer was washed with NaHCO3 and brine. The organic layer was dried over MgSO4 and evaporated. The residue was chromatographed on silica gel eluting with 40% ether in hexanes to give the desired product as a yellow oil (66%).

後処理

  1. extractionextracted with ether
  2. washThe organic layer was washed with NaHCO3 and brine
  3. dry with materialThe organic layer was dried over MgSO4
  4. customevaporated
  5. customThe residue was chromatographed on silica gel eluting with 40% ether in hexanes

出典と根拠

ORDレコード
ord-18a37d57f339492d9e98a2d2ddc0525b
出典データセット
uspto-grants-1989_10
特許番号
US04873259

反応ノート

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