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Water → 5-Trifluoromethyl-indan-2-yl-methanol

HRID 1993878
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1993878
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([C:12](O)=[O:13])[CH2:6]2.B.O>C1COCC1>[F:1][C:2]([F:15])([F:16])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([CH2:12][OH:13])[CH2:6]2
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 6331BoraneHCID 668775351H-Indene-2-carboxylic acid, 2,3-dihydro-5-(trifluoromethyl)-

Produkt 1

HCID 668775125-Trifluoromethyl-indan-2-yl-methanolAusbeute 101,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

The above 5-trifluoromethyl-indan-2-carboxylic acid (1.03 g, 4.47 mmol) was dissolved in THF (25 mL) and cooled to 0° C. To this solution was added a solution of borane in THF (1M, 6.5 mL). The mixture was warmed to room temperature and stirred for 1 hr. The mixture was treated with water (5 mL) and solvents were evaporated. The residue was extracted with ether and hydrochloric acid (1M). The organic phase was washed with brine and sodium bicarbonate solution. The ether solution was dried and solvents were evaporated to give oily material as 5-trifluoromethyl-indan-2-yl-methanol (0.98 g).

Aufarbeitung

  1. temperatureThe mixture was warmed to room temperature
  2. customwere evaporated
  3. extractionThe residue was extracted with ether and hydrochloric acid (1M)
  4. washThe organic phase was washed with brine and sodium bicarbonate solution
  5. dry with materialThe ether solution was dried
  6. customsolvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-fdad3ff1ca1b4aeab707bd15f25a1d48
Quelldatensatz
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07652053B2

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