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Potassium Carbonate → 4-(4-Chloro-but-2-ynoxy)-2-isopropylidenecoumaran-3-one

HRID 381681
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HRID 381681 반응식
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:14])[C:5](=[C:11]([CH3:13])[CH3:12])[O:6]2.C(=O)([O-])[O-].[K+].[K+].[Cl:21][CH2:22][C:23]#[C:24][CH2:25]Cl>CN(C)C=O>[Cl:21][CH2:22][C:23]#[C:24][CH2:25][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:14])[C:5](=[C:11]([CH3:12])[CH3:13])[O:6]2
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 131821,4-Dichloro-2-butyneHCID 183638364-Hydroxy-2-(propan-2-ylidene)-1-benzofuran-3(2H)-one

생성물 1

HCID 183638464-(4-Chloro-but-2-ynoxy)-2-isopropylidenecoumaran-3-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

A mixture of 5.0 g 4-hydroxy-2-isopropylidenecoumaran-3-one, 4.6 g potassium carbonate, 3.3 ml 1,4-dichloro-but-2-yne and 100 ml dimethylformamide is warmed to 50° C. for 3 hours, then evaporated, mixed with water and extracted with dichloromethane. After evaporation of the extract, the residue (9.2 g) is purified by silica gel chromatography (eluent isohexane/ethyl acetate 9:1) to give 2.2 g of the desired intermediate.

후처리

  1. customevaporated
  2. additionmixed with water
  3. extractionextracted with dichloromethane
  4. customAfter evaporation of the extract
  5. customthe residue (9.2 g) is purified by silica gel chromatography (eluent isohexane/ethyl acetate 9:1)

출처 및 근거

ORD 기록
ord-aad3ab8d25e0497ea51d061d5aeebf55
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06307051B1

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