Hydrochloric Acid → 2,2-Dimethyl-4-(naphthalen-1-yl)-2H-1-benzopyran-7-ol

HRID 224932

反応式

HRID 224932 の反応式
[CH3:1][Li].[OH:3][C:4]1C=C2[C:7]([C:8]([C:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:18]=[CH:17][CH:16]=3)=[CH:9]C(=O)O2)=[CH:6][CH:5]=1.Cl.[CH3:26][CH2:27][O:28][CH2:29][CH3:30]>>[CH3:26][C:27]1([CH3:1])[CH:9]=[C:8]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[C:7]2[C:29](=[CH:30][C:4]([OH:3])=[CH:5][CH:6]=2)[O:28]1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 233307447-Hydroxy-4-(1-naphthyl)coumarinHCID 178418348HCID 178418348、化合物

生成物 1

HCID 233307472,2-Dimethyl-4-(naphthalen-1-yl)-2H-1-benzopyran-7-ol収率 95%

実験手順

To a stirred solution of methyl-lithium in ether (60 ml, 2 M solution) at room temperature was added over 0.5 hours 7-hydroxy-4-(1-naphthyl)coumarin (7.5 g, 0.025 moles). The reaction mixture was refluxed for 2 hours, allowed to cool and decomposed by the addition of dilute hydrochloric acid. The organic layer was separated, the aqueous layer extracted with ether (2x) and the combined organic extracts washed with water and dried. Removal of solvent gave the required title chromene as an orange oil (7.22 g, 95%).

後処理

  1. temperatureThe reaction mixture was refluxed for 2 hours
  2. temperatureto cool
  3. customThe organic layer was separated
  4. extractionthe aqueous layer extracted with ether (2x)
  5. washthe combined organic extracts washed with water
  6. customdried
  7. customRemoval of solvent

出典と根拠

ORDレコード
ord-e43e89f5fb5d4ae686b25fb8dd71106f
出典データセット
uspto-grants-1980_11
特許番号
US04234726

関連ノート

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