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

HRID 2351465노트

반응식

HRID 2351465 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-18a37d57f339492d9e98a2d2ddc0525b
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04873259

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