Hydrochloric Acid → HCID 67422368, Verbindung

HRID 880706Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 880706
C([Li])CCC.[C:6]([N:13]1[CH2:16][C:15](=[O:17])[CH2:14]1)([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].Cl.[CH2:19]([O:26][C:27]1[CH:32]=[C:31]([O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:30]=[CH:29][C:28]=1Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O1CCCC1.CCCCCC>[C:9]([O:8][C:6]([N:13]1[CH2:16][C:15]([C:30]2[CH:29]=[CH:28][C:27]([O:26][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:32][C:31]=2[O:33][CH2:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)([OH:17])[CH2:14]1)=[O:7])([CH3:12])([CH3:11])[CH3:10]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 15194043-Oxo-azetidine-1-carboxylic acid tert-butyl esterHCID 128821681,1'-[(4-Bromo-1,3-phenylene)bis(oxymethylene)]dibenzeneHCID 178418339Butyllithium

Produkt 1

HCID 67422368HCID 67422368, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
-70 °C

Versuchsvorschrift

In a 100 ml three-necked flask, 5 g of 2,4-bis(benzyloxy)-1-bromobenzene are dissolved in 60 ml of tetrahydrofuran. The mixture is cooled to −70° C. and then 11.4 ml of 2.5M n-butyllithium in hexane are added. The reaction medium is stirred at −70° C. for 1 hour, and then 2.8 g of 1-Boc-azetidine-3-one dissolved in 4 ml of THF are added dropwise. The reaction medium is stirred at −70° C. for 2 hours and then left at ambient temperature overnight. The reaction medium is poured into 40 ml of a 2M solution of hydrochloric acid and then extracted with 100 ml of ethyl acetate. The organic phases are combined, washed with 50 ml of water and then dried over magnesium sulphate and evaporated.

Aufarbeitung

  1. additionare added dropwise
  2. stirringThe reaction medium is stirred at −70° C. for 2 hours
  3. waitleft at ambient temperature overnight
  4. extractionextracted with 100 ml of ethyl acetate
  5. washwashed with 50 ml of water
  6. dry with materialdried over magnesium sulphate
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-a463b4c52e574cdda0e2416a0eab7c57
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993596B2

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