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

HRID 224932

반응식

HRID 224932 반응식
[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

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 233307447-Hydroxy-4-(1-naphthyl)coumarinHCID 178418348HCID 178418348, 화합물

생성물 1

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

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e43e89f5fb5d4ae686b25fb8dd71106f
출처 데이터셋
uspto-grants-1980_11
특허 번호
US04234726

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