Sulfuric Acid → 2-(1-Adamantyl)-4-bromophenol

HRID 256783

Reaktionsgleichung

Reaktionsgleichung von HRID 256783
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([Br:8])[CH:2]=1.[C:9]12(O)[CH2:18][CH:13]3[CH2:14][CH:15]([CH2:17][CH:11]([CH2:12]3)[CH2:10]1)[CH2:16]2.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>ClCCl.O>[C:9]12([C:5]3[CH:4]=[C:3]([Br:8])[CH:2]=[CH:1][C:6]=3[OH:7])[CH2:18][CH:13]3[CH2:14][CH:15]([CH2:17][CH:11]([CH2:12]3)[CH2:10]1)[CH2:16]2

Komponenten

7

Edukt 4

HCID 1118Sulfuric AcidHCID 78084-BromophenolHCID 641521-AdamantanolHCID 516892Sodium Bicarbonate

Produkt 1

HCID 46704942-(1-Adamantyl)-4-bromophenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

34.6 g (200 mmol) of p-bromophenol and 30.4 g (200 mmol) of 1 -adamantanol are dissolved in 100 ml of dichloromethane. To the resulting solution there are slowly added 10 ml of concentrated sulfuric acid. The mixture is stirred for 8 hours at ambient temperature poured into water, neutralized with sodium bicarbonate, extracted with methylene chloride, dried and evaporated. After recrystallization in isooctane 52.8 g of the expected product are obtained. Yield--86%. Melting point: 140°-141° C.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. customdried
  3. customevaporated
  4. customAfter recrystallization in isooctane 52.8 g of the expected product
  5. customare obtained
  6. customYield--86%

Quellen und Nachweise

ORD-Eintrag
ord-69f3d89a8ff740c5ab42f0fc4d0570ac
Quelldatensatz
uspto-grants-1993_11
Patentnummer
USRE034440

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