Hydrochloric Acid → Myosmine

HRID 384841

反応式

HRID 384841 の反応式
C([N:5]1[CH2:9][CH2:8][CH:7]([C:10](=O)[C:11]2[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=2)C1=O)=CCC.Cl>O>[CH:15]1[CH:14]=[N:13][CH:12]=[C:11]([C:10]2[CH2:7][CH2:8][CH2:9][N:5]=2)[CH:16]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 681592951-(But-1-enyl)-3-nicotinoyl-pyrrolidin-2-one

生成物 1

HCID 442649Myosmine収率 70%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1-(but-1-enyl)-3-nicotinoylpyrrolidin-2-one (II), (40 g, 0.1639 mol), 50 ml water and 85 ml HCl were refluxed together for 12 hrs. The reaction mixture was cooled to room temperature, washed with 50 ml×2 ethyl acetate, further cooled to 0° C. and pH adjusted to >13 using NaOH. The reaction mixture was extracted with 100 ml×3 of dichloromethane and the extract dried over Na2SO4. After removing the solvent under reduced pressure, the crude solid obtained was purified by high vacuum distillation to give colorless solid myosmine (16.75 g, 70%). 1H NMR (CDCl3): δ 2.05 (2H, m), 2.94 (2H, t), 4.06 (2H, t), 7.34 (1H, dd), 8.18 (1H, dt), 8.64 (1H, dd), and 8.99 (1H, d). 13C-NMR (CDCl3): δ 170.56, 151.1, 149.1, 134.6, 130.0, 123.3, 61.5, 34.7, and 22.5. IR: 2961, 1620, and 1590 Cm−1.

後処理

  1. temperaturewere refluxed together for 12 hrs
  2. washwashed with 50 ml×2 ethyl acetate
  3. temperaturefurther cooled to 0° C.
  4. extractionThe reaction mixture was extracted with 100 ml×3 of dichloromethane
  5. dry with materialthe extract dried over Na2SO4
  6. customAfter removing the solvent under reduced pressure
  7. customthe crude solid obtained
  8. distillationwas purified by high vacuum distillation

出典と根拠

ORDレコード
ord-db102709b473486f8c245201889ea6cc
出典データセット
uspto-grants-2013_02
特許番号
US08367837B2

関連ノート

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