Dichloromethane → HCID 131716472, Verbindung

HRID 2166002

Reaktionsgleichung

Reaktionsgleichung von HRID 2166002
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])C(Cl)=O.[OH:24][C:25]1[CH:30]=[CH:29][C:28](C2C=CC(C(OC[C@@H](C)CC)=O)=CC=2)=[CH:27][CH:26]=1.C(Cl)Cl.[C:48](OCC)(=[O:50])C>N1C=CC=CC=1>[F:1][C:2]1[C:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[C:9]([CH:8]=[CH:4][CH:3]=1)[C:48]([O:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:50]

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 139075384'-[(S)-2-methylbutoxycarbonyl]biphenyl-4-olHCID 150952233-Fluoro-4-dodecyloxybenzoic acid chloride

Produkt 1

HCID 131716472HCID 131716472, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

3-Fluoro-4-dodecyloxybenzoic acid chloride (3.32 g: 10 mmols) and 2.84 g (10 mmols) of (S)-2-methylbutyl 4'-hydroxybiphenyl-4-carboxylate were reacted in 10 ml of pyridine and 15 ml of methylene chloride for 3 hours under reflux. After the reaction mixture was left to cool, 50 ml of ethyl acetate was added, and washed twice with 10% hydrochloric acid and once with each of a saturated sodium bicarbonate aqueous solution, water and a saturated sodium chloride aqueous solution. After the reaction product was dried with anhydrous sodium sulfate, the solvent was concentrated. Crude crystals obtained were purified by silica gel column chromatography (solvent: chloroform-hexane), and recrystallized from ethanol to obtain 4.64 g of 4{(S)-2-methylbutyloxycarbonyl]phenyl)phenyl 3-fluoro-dodecyloxybenzoate.

Aufarbeitung

  1. waitAfter the reaction mixture was left
  2. temperatureto cool
  3. washwashed twice with 10% hydrochloric acid
  4. dry with materialAfter the reaction product was dried with anhydrous sodium sulfate
  5. concentrationthe solvent was concentrated
  6. customCrude crystals obtained
  7. customwere purified by silica gel column chromatography (solvent: chloroform-hexane)
  8. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-8fd63501fdbe4a128189ddda3b992b1f
Quelldatensatz
uspto-grants-1990_07
Patentnummer
US04943386

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