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Acetic Acid → 1-Cyclohexyl-3-(2-hydroxy-3-methylphenyl)-1,3-propanedione

HRID 1200180
ノート
印刷プレビュー

反応式

HRID 1200180 の反応式
C1(C([O:9][C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[C:17](=[O:19])[CH3:18])=O)CCCCC1.[H-].[Na+].O.[C:23]([OH:26])(=O)[CH3:24]>O1CCCC1>[CH:24]1([C:23](=[O:26])[CH2:18][C:17]([C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=2[OH:9])=[O:19])[CH2:14][CH2:15][CH2:10][CH2:11][CH2:12]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 24758Sodium hydrideHCID 146504262-Acetyl-6-methylphenyl cyclohexanecarboxylate

生成物 1

HCID 146504291-Cyclohexyl-3-(2-hydroxy-3-methylphenyl)-1,3-propanedione

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-Acetyl-6-methylphenyl cyclohexanecarboxylate (5.2 g) was dissolved in anhydrous tetrahydrofuran (50 ml) and to the solution was added 60% sodium hydride (880 mg) by portions with stirring at room temperature. After stirring under reflux for 2 hours, the mixture was poured into cold water, acidified with acetic acid and then extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and then concentrated under reduced pressure to obtain the title compound (5.2 g) as crystals in a quantitative yield. The crystals were recrystallized from methanol to obtain the prisms, m.p. 42°-43° C.

後処理

  1. stirringAfter stirring
  2. temperatureunder reflux for 2 hours
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-dcf0059fd45f4dd299d5b84dd1354bd5
出典データセット
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04904690

反応ノート

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