Triethylamine → (R)-(+)-4-(1,1,1-trifluoro-2-octyloxycarbonyl)-4'-benzyloxybiphenyl

HRID 257403

Reaktionsgleichung

Reaktionsgleichung von HRID 257403
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21](Cl)=[O:22])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:24][C:25]([F:35])([F:34])[C@H:26]([OH:33])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].CC1C=CN=C(N)C=1C.C(N(CC)CC)C>C(Cl)Cl>[F:24][C:25]([F:34])([F:35])[C@H:26]([O:33][C:21]([C:18]1[CH:19]=[CH:20][C:15]([C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:10][CH:11]=2)=[CH:16][CH:17]=1)=[O:22])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 2779099(R)-(+)-1,1,1-Trifluoro-2-octanolHCID 110078842-Amino-3,4-dimethylpyridineHCID 150849044'-(Phenylmethoxy)(1,1'-biphenyl)-4-carbonyl chloride

Produkt 1

HCID 22848629(R)-(+)-4-(1,1,1-trifluoro-2-octyloxycarbonyl)-4'-benzyloxybiphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 4-benzyloxybiphenyl-4'-carboxylic acid chloride (1.23 g) in methylene chloride (10 ml) was added by little and little under ice-cooling a solution of (R)-(+)-1,1,1-trifluoro-2-octanol (0.96 g) ([α]D22.5 =+20.1, optical purity 96.3%ee), dimethyl-aminopyridine (0.55 g) and triethylamine (0.48 g) in methylene chloride (20 ml). The mixture was left to stand over-night at room temperature in order to complete the reaction before the mixture obtained was poured in ice-water.

Aufarbeitung

  1. waitThe mixture was left
  2. waitto stand over-night at room temperature in order
  3. customthe reaction before the mixture
  4. customobtained

Quellen und Nachweise

ORD-Eintrag
ord-b96a6fbc532b4d13b697817052cfd243
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262086

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