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Hydrazine hydrate (1:1) → 12-Amino-1-dodecanol

HRID 1003308
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1003308
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1C(=O)C2=CC=CC=C2C1=O.O.NN>CO>[NH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 18796407N-(12-hydroxydodecyl)phthalimide

Produkt 1

HCID 518202012-Amino-1-dodecanolAusbeute 74,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In 600 ml of methanol was dissolved while warming 48.0 g of N-(12-hydroxydodecyl)phthalimide, 50 ml of hydrazine monohydrate was added at room temperature with stirring and the mixture was stirred overnight. The crystal thus separated out was filtered off and the solvent was distilled off. The residue was extracted with hot chloroform and insolubles were filtered off. The filtrate was distilled, the residue was extracted with hot chloroform (100 ml×3) and then the solvent was distilled off. The residue was dissolved in methanol and recrystallization from methanol-ethyl acetate gave 21.6 g of the title compound as a crystal.

Aufarbeitung

  1. additionwas added at room temperature
  2. stirringthe mixture was stirred overnight
  3. customThe crystal thus separated out
  4. filtrationwas filtered off
  5. distillationthe solvent was distilled off
  6. extractionThe residue was extracted with hot chloroform and insolubles
  7. filtrationwere filtered off
  8. distillationThe filtrate was distilled
  9. extractionthe residue was extracted with hot chloroform (100 ml×3)
  10. distillationthe solvent was distilled off
  11. dissolutionThe residue was dissolved in methanol
  12. customrecrystallization from methanol-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-c7baf5ca20614e9b99493d1848dede8b
Quelldatensatz
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06046201

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