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Hydrochloric Acid → hexahydro-1H-pyrrolizine-7a-carboxylic acid hydrochloride

HRID 569733
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 569733
C([O:3][C:4]([C:6]12[CH2:13][CH2:12][CH2:11][N:10]1[CH2:9][CH2:8][CH2:7]2)=[O:5])C.[ClH:14]>[OH-].[Na+].C(O)C>[ClH:14].[CH2:13]1[C:6]2([C:4]([OH:5])=[O:3])[N:10]([CH2:9][CH2:8][CH2:7]2)[CH2:11][CH2:12]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 107975451H-Pyrrolizine-7a(5H)-carboxylic acid, tetrahydro-, ethyl ester

Produkt 1

HCID 44118652hexahydro-1H-pyrrolizine-7a-carboxylic acid hydrochlorideAusbeute 92,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A mixture of pyrrolizidine-7a-carboxylic acid ethylester (35.4 g, 0.193 mol) in 360 ml of 10% aqueous sodium hydroxide solution and 360 ml of ethanol was stirred at 10° to 15° C. for 2.5 hours. The reaction mixture was acidified with concentrated hydrochloric acid and then evaporated in vacuo to dryness. After addition of ethanol to the remaining residue, undissolved sodium chloride was filtered-off and the filtrate was evaporated in vacuo to dryness. The purifying operation described above was repeated twice. To the remaining residue, acetone was added to form crystals. The crystals were obtained through filtration and washed with small amount of acetone to give 34.2 g (92.4%) of the desired compound.

Aufarbeitung

  1. customevaporated in vacuo to dryness
  2. additionAfter addition of ethanol to the remaining residue, undissolved sodium chloride
  3. customthe filtrate was evaporated in vacuo to dryness
  4. additionTo the remaining residue, acetone was added
  5. customto form crystals
  6. customThe crystals were obtained through filtration
  7. washwashed with small amount of acetone

Quellen und Nachweise

ORD-Eintrag
ord-3ed261a95fc34363be75f290ed83a36f
Quelldatensatz
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04734411

Notizen zur Reaktion

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