Water → (4-Phenylsulfanylmethyl-phenyl)-methanol

HRID 640521

Reaktionsgleichung

Reaktionsgleichung von HRID 640521
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([S:13][CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O>O1CCCC1>[C:7]1([S:13][CH2:14][C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:22][CH:23]=2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8758244-[(Phenylsulfanyl)methyl]benzoic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 59255239(4-Phenylsulfanylmethyl-phenyl)-methanolAusbeute 42,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a suspension of lithium aluminum hydride (1.95 g, 51.3 mmol) in tetrahydrofuran (50 mL) was added dropwise a tetrahydrofuran solution of 4-phenylsulfanylmethyl-benzoic acid (5 g, 20.5 mmol) described in Manufacturing Example 206-1-1, which was stirred for 30 minutes at room temperature. This mixture was cooled with ice water, and water was carefully added. The mixture was filtered through a Celite bed, and the filtrate was combined. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (2.01 g). The title compound was used in the following reaction without any further purification.

Aufarbeitung

  1. additionwas carefully added
  2. filtrationThe mixture was filtered through a Celite bed
  3. customThe organic layer was separated
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1ab31636c762476392e2065a19d84bc6
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691882B2

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