Triethanolamine → (E)-N-methacryloylbut-2-enamide

HRID 514669

反応式

HRID 514669 の反応式
[C:1]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.COC1C(OC)=C(OC)C=C(/[CH:46]=[CH:47]/[C:48]([N:50]2[C:55](=[O:56])[CH:54]=[CH:53][CH2:52]C2)=[O:49])C=1.N(CCO)(CCO)CCO>C1(C)C=CC=CC=1.C1COCC1>[C:48]([NH:50][C:55](=[O:56])/[CH:54]=[CH:53]/[CH3:52])(=[O:49])[C:47]([CH3:46])=[CH2:1]

参加物

7

反応物 4

HCID 7618TriethanolamineHCID 11776TriphenylphosphineHCID 637858PiperlongumineHCID 5363146Diisopropyl azodicarboxylate

生成物 1

HCID 72205393(E)-N-methacryloylbut-2-enamide収率 47%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Experimental Procedure: Triphenylphosphine (79.0 mg, 0.30 mmol) and DIAD (61.0 mg, 0.30 mmol) were dissolved to a 1:1 mixture of THF and toluene (2 mL); then mono-demethylated piperlongumine (46.0 mg, 0.15 mmol) was added. After 10 min, triethanolamine (6.80 mg, 0.05 mmol) was added to the mixture. The reaction was stirred at room temperature for 3 h. At the end, the solvent was evaporated under vacuum. The crude product was purified by preparative TLC(CH2Cl2/MeOH=9/1) to afford the desired product in 47% yield.

後処理

  1. customAt the end, the solvent was evaporated under vacuum
  2. customThe crude product was purified by preparative TLC(CH2Cl2/MeOH=9/1)

出典と根拠

ORDレコード
ord-b05da1356f044b44bb3def8560039b9a
出典データセット
uspto-grants-2015_08
特許番号
US09108923B2

関連ノート

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