Hydrochloric Acid → 4-(Benzyloxy)phenyl benzoate

HRID 363088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 363088
C1(C(C2[C:14]([CH2:15][O:16][CH2:17][C:18]3[C:23](C4C(=CC=C(O)C=4)O)=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=[CH:11][CH:10]=2)=CC(=CC=1)O)O.[C:32](Cl)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.[OH-:41].[K+].Cl>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[C:32]([O:39][C:12]1[CH:11]=[CH:10][C:15]([O:16][CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:14][CH:13]=1)(=[O:41])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 14797Potassium HydroxideHCID 1317110222-[2-[[2-(2,5-Dihydroxyphenyl)phenyl]methoxymethyl]phenyl]benzene-1,4-diol

Produkt 1

HCID 2412554-(Benzyloxy)phenyl benzoateAusbeute 202,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74236Tetrabutylammonium BromideKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A reaction vessel was charged with 25.5 g of hydroquinone monobenzyl ether, 17.9 g of benzoyl chloride, 0.50 g of tetrabutylammonium bromide and 100 ml of toluene, to which 78.6 g of 10% potassium hydroxide solution was slowly added dropwise, while stirring under ice cooling. After 24 hours, the reaction mixture was made weakly acidic by the addition of 20% hydrochloric acid, and the deposited crystals were collected by filtration. The crystals thus obtained were successively washed with 10% hydrochloric acid and water, and dried, which afforded 38 g of 4-benzyloxyphenyl benzoate (98% yield).

Aufarbeitung

  1. additionwas slowly added dropwise
  2. filtrationthe deposited crystals were collected by filtration
  3. customThe crystals thus obtained
  4. washwere successively washed with 10% hydrochloric acid and water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a272c94612f344caa8da8b90c572e44a
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872137

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