Water → 4-Hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone

HRID 1612994

反応式

HRID 1612994 の反応式
[OH:1][CH:2]1[CH2:6][C:5](=[O:7])[CH:4]=[CH:3]1.[O:8]=[CH:9]C(Cl)(Cl)Cl.C(N([CH2:19][CH3:20])CC)C.[CH2:21]([C:25]([CH3:27])=O)[CH:22](C)[CH3:23].[OH2:28]>>[OH:7][CH:5]1[CH2:6][C:2](=[O:1])[C:3]([CH2:23][CH2:22][C:21]#[C:25][CH2:27][CH2:19][C:20]([O:8][CH3:9])=[O:28])=[CH:4]1

参加物

6

反応物 5

HCID 962WaterHCID 6407ChloralHCID 7909Methyl Isobutyl KetoneHCID 8471TriethylamineHCID 41691604-Hydroxycyclopent-2-en-1-one

生成物 1

HCID 98595074-Hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone収率 86%

実験手順

A mixture of the mixture (9.45 g) of the compound [IX-1] and the racemic 4-hydroxycyclopentenone obtained in Example 10, chloral (0.24 g) and triethylamine (0.43 g) is reacted at 60° C. for 5 hours. After completion of the reaction, to the mixture are added methyl isobutyl ketone (30 ml) and water (20 ml). The organic layer is separated and washed successively with 1% aqueous hydrochloric acid solution and water, and methyl isobutyl ketone is distilled off therefrom to give 4-hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone (8.13 g, yield; 86%).

後処理

  1. customAfter completion of the reaction
  2. customThe organic layer is separated
  3. washwashed successively with 1% aqueous hydrochloric acid solution and water, and methyl isobutyl ketone
  4. distillationis distilled off

出典と根拠

ORDレコード
ord-74b239b5640f4860b7b19537fc3d791a
出典データセット
uspto-grants-1993_03
特許番号
US05191109

関連ノート

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