Pivaloyl chloride → 2,4,4'-Tripivaloyloxybenzophenone

HRID 2292181Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2292181
[OH:1][C:2]1[CH:16]=[C:15]([OH:17])[CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)=[O:5].[C:18](Cl)(=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]>N1C=CC=CC=1>[C:18]([O:1][C:2]1[CH:16]=[C:15]([O:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])[CH:14]=[CH:13][C:3]=1[C:4]([C:6]1[CH:7]=[CH:8][C:9]([O:12][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:10][CH:11]=1)=[O:5])(=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]

Komponenten

4

Edukt 2

HCID 62493Pivaloyl chlorideHCID 738522,4,4'-Trihydroxybenzophenone

Produkt 1

HCID 140104022,4,4'-Tripivaloyloxybenzophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 2.3 g (0.01 mole) of 2,4,4'trihydroxybenzophenone was warmed to 50° C. with 3.65 g (0.035 mole) of pivaloyl chloride in 75 mls of dry pyridine. After 2 hrs. at 5° C., the solvent was evaporated under N2 stream and H2O added to the residue. The oily material was extracted with CH2Cl2 and washed with dilute K2CO3. The organic layer was dried over MgSO4. The glass which was recovered after solvent removal was crystallized from ethanol; 4.20 g (86%) yield; M.P.~94°-96° C.

Aufarbeitung

  1. customat 5° C., the solvent was evaporated under N2 stream and H2O
  2. additionadded to the residue
  3. extractionThe oily material was extracted with CH2Cl2
  4. washwashed with dilute K2CO3
  5. dry with materialThe organic layer was dried over MgSO4
  6. customThe glass which was recovered
  7. customafter solvent removal
  8. customwas crystallized from ethanol
  9. custom4.20 g (86%) yield

Quellen und Nachweise

ORD-Eintrag
ord-5ef2e53689a048fdb19fd60b2b6c5bcb
Quelldatensatz
uspto-grants-1989_01
Patentnummer
US04801610

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