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Sodium Hydroxide → 4,5,6,7-Tetrahydro-1H-indazole-3-carboxylic acid

HRID 2064640
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2064640
C([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][N:7]=1)=[O:5])C.[OH-].[Na+]>CO>[NH:8]1[C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=2[C:6]([C:4]([OH:5])=[O:3])=[N:7]1
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 6624328ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

Produkt 1

HCID 6488524,5,6,7-Tetrahydro-1H-indazole-3-carboxylic acidAusbeute 81,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid ethyl ester [0.606 g, Reference Example 18(a)] in methanol (50 ml) was treated with sodium hydroxide (0.500 g). The mixture was refluxed for 16 hours, then cooled and then evaporated. The residual white solid was treated with hydrochloric acid (30 ml, 2N) and the resulting solution was extracted three times with ethyl acetate (50 ml). The combined organic extracts were dried over sodium sulfate and then evaporated to yield 4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid (0.424 g) as a white solid. LC-MS (METHOD B): RT=2.44 minutes; 167 (M+H)+.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 16 hours
  2. temperaturecooled
  3. customevaporated
  4. additionThe residual white solid was treated with hydrochloric acid (30 ml, 2N)
  5. extractionthe resulting solution was extracted three times with ethyl acetate (50 ml)
  6. dry with materialThe combined organic extracts were dried over sodium sulfate
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b50ccbe39e3a45fdb4929b6ff99e8427
Quelldatensatz
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08288425B2

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