Methanol → 7-(Hydroxyphenylmethyl)-3-hydroxy-2-phenyl-6-azabenzo[b]thiophene

HRID 1200017Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1200017
[OH:1][CH:2]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:3]1[C:8]2[S:9][C:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:11](COC)[C:7]=2[CH:6]=[CH:5][N:4]=1.C[OH:28]>Cl>[OH:1][CH:2]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:3]1[C:8]2[S:9][C:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:11]([OH:28])[C:7]=2[CH:6]=[CH:5][N:4]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 200626177-(Hydroxyphenylmethyl)-3-methoxymethyl-2-phenyl-6-azabenzo[b]thiophene

Produkt 1

HCID 142776407-(Hydroxyphenylmethyl)-3-hydroxy-2-phenyl-6-azabenzo[b]thiopheneAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 0.61 g (1.8 mmol) of 7-(hydroxyphenylmethyl)-3-methoxymethyl-2-phenyl-6-azabenzo[b]thiophene in 2.7 mL of 2M HCl and 2.7 mL of methanol was heated at reflux for 30 minutes. The solution was cooled and partitioned between ethyl acetate and water. The ethyl acetate layer was dried and concentrated to afford 0.50 g (93%) of white solid, m.p. 214°-215° C.

Aufarbeitung

  1. temperatureat reflux for 30 minutes
  2. temperatureThe solution was cooled
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe ethyl acetate layer was dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c8028865d4f74d0cbb3b0f2a7d745592
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04904672

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