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Dichloromethane → 2,7-Diazaspiro[4.5]decan-1-one

HRID 1044366
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1044366
FC(F)(F)C(O)=O.C([NH:27][CH2:28][CH2:29][C:30]1([C:43]([O:45]CC)=O)[CH2:35][CH2:34][CH2:33][N:32](C(OC(C)(C)C)=O)[CH2:31]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(Cl)Cl.O1CCOCC1.C(N(CC)C(C)C)(C)C>>[C:43]1(=[O:45])[C:30]2([CH2:35][CH2:34][CH2:33][NH:32][CH2:31]2)[CH2:29][CH2:28][NH:27]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 5

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 667222361-Tert-butyl 3-ethyl 3-[2-(tritylamino)ethyl]piperidine-1,3-dicarboxylate

Produkt 1

HCID 231351962,7-Diazaspiro[4.5]decan-1-one

Versuchsvorschrift

Trifluoroacetic acid (1.0 mL, 0.013 mol) was added to a solution of 1-tert-butyl 3-ethyl 3-[2-(tritylamino)ethyl]piperidine-1,3-dicarboxylate (0.10 g, 0.00018 mol) in methylene chloride (1.0 mL, 0.016 mol) and the mixture was stirred for 1 h at rt to remove the Boc and trityl groups. Then the solvent was removed under vacuum and to the resultant residue was added 1,4-dioxane (3.0 mL, 0.038 mol) followed by N,N-diisopropylethylamine (0.13 mL, 0.00074 mol) and the resultant mixture was stirred at 150° C. (microwave) for 1 h. The solvent from the mixture was removed under vacuum and the crude product was used in the next step without further purification. LC-MS: 155.2 (M+H)+.

Aufarbeitung

  1. customto remove the Boc and trityl groups
  2. customThen the solvent was removed under vacuum and to the resultant residue
  3. customThe solvent from the mixture was removed under vacuum
  4. customthe crude product was used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2ac508e36d7c40a58c5bd8569d090c42
Quelldatensatz
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08563570B2

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