Ammonia → Methyl 4,4,4-trifluoroacetoacetate

HRID 1587665Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1587665
[F:1][C:2]([F:28])([F:27])[C:3]1(O)[CH:8]([C:9]([O:11][CH3:12])=[O:10])[CH:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[CH:6]([C:17]([O:19][CH3:20])=[O:18])[C:5]([C:22]([F:25])([F:24])[F:23])([OH:21])[O:4]1.[NH3:29]>O1CCCC1>[F:1][C:2]([F:27])([F:28])[C:3](=[O:4])[CH2:8][C:9]([O:11][CH3:12])=[O:10].[F:1][C:2]([F:28])([F:27])[C:3]1([OH:4])[CH:8]([C:9]([O:11][CH3:12])=[O:10])[CH:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[CH:6]([C:17]([O:19][CH3:20])=[O:18])[C:5]([C:22]([F:25])([F:24])[F:23])([OH:21])[NH:29]1

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 13745974Dimethyl 2,6-bis(trifluoromethyl)-2,6-dihydroxy-4-isobutyl-tetrahydro-3,5-pyrandicarboxylate

Produkt 2

HCID 550266Methyl 4,4,4-trifluoroacetoacetateHCID 13745991Dimethyl 2,6-bis(trifluoromethyl)-2,6-dihydroxy-4-isobutyl-3,5-piperidinedicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 344 g (0.920 mole) crude product from Step 1 in 500 ml of tetrahydrofuran (THF) is passed 58 g (3.41 mole) of gaseous ammonia for 3 hours. The reaction mixture is concentrated and the residue (332 g) is recrystallized from hexane-ether to give 53.7 g (13% yield from methyl trifluoroacetoacetate) of the desired product as a white solid, m.p. 102°-106° C.

Aufarbeitung

  1. customfor 3 hours
  2. concentrationThe reaction mixture is concentrated
  3. customthe residue (332 g) is recrystallized from hexane-ether

Quellen und Nachweise

ORD-Eintrag
ord-a944a874311b4ac0aac1a9919ad50f33
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05219824

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