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Hydrochloric Acid → Tetrahydrofurfuryl 2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate

HRID 488065
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 488065
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=[O:15])[N:4]=1.[O:21]1[CH2:25][CH2:24][CH2:23][CH:22]1O.[CH:27](C1C=C(C(C)C)C=C(C(C)C)C=1S(Cl)(=O)=O)(C)C.CN1C=CN=C1.Cl>O1CCCC1.C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([O:16][CH2:27][CH:22]2[O:21][CH2:25][CH2:24][CH2:23]2)=[O:15])[N:6]=1
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Komponenten

9

Edukt 5

HCID 313Hydrochloric AcidHCID 13901-MethylimidazoleHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 93002Tetrahydro-2-hydroxyfuranHCID 1841852-((4,6-Dimethoxypyrimidin-2-yl)oxy)benzoic acid

Produkt 1

HCID 15278238
Tetrahydrofurfuryl 2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6212ChloroformLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

0.55 Gram of 2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid, 0.21 g of tetrahydrofuryl alcohol and 0.85 g of 2,4,6-triisopropylbenzenesulfonyl chloride were dissolved in 5 ml of tetrahydrofuran. Subsequently, 0.45 g of 1-methylimidazole was added to the mixture. After stirring the resulting solution at room temperature for 1 hour in order to carry out the reaction, the reaction solution was poured into diluted hydrochloric acid, and exracted with ethyl acetate. The organic layer separated from the aqueous layer was washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue obtained was subjected to silica gel column chromatography (mfd. by Merch & Co., Inc., solvent: chloroform) to obtain 0.30 g of tetrahydrofurfuryl 2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate [present compound (III-9)].

Aufarbeitung

  1. customthe reaction
  2. customThe organic layer separated from the aqueous layer
  3. washwas washed with saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue obtained

Quellen und Nachweise

ORD-Eintrag
ord-c5e8126c74af475bbb87348101a348c0
Quelldatensatz
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05298632

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