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Water → methyl (3R)-5-hydroxy-3-methylpentanoate

HRID 35718
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 35718
[CH3:1][O:2][C:3](=[O:11])[CH2:4][C@H:5]([CH3:10])[CH2:6][C:7](O)=[O:8].CSC.B.O>O1CCCC1>[CH3:10][C@H:5]([CH2:6][CH2:7][OH:8])[CH2:4][C:3]([O:2][CH3:1])=[O:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 6999733(R)-1-Methyl hydrogen 3-methylglutarateHCID 12423031(Dimethyl sulfide)trihydroboron

Produkt 1

HCID 10558755methyl (3R)-5-hydroxy-3-methylpentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To 114 g. of 3-(R)-methylglutaric acid mono methyl ester in 715 ml. of dry tetrahydrofuran cooled to 0° C. was added slowly 391 ml. of 2M solution of borane dimethylsulfide in tetrahydrofuran. After the addition was complete the reaction mixture was stirred overnight at room temperature. The reaction was cooled and 50 ml. of water slowly added. The reaction was extracted (3×100 ml.) with ether and the extracts combined, washed with water, a saturated sodium bicarbonate solution and a brine solution, and dried over magnesium sulfate. Removal of the solvent gave 37 g. of the desired product.

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Aufarbeitung

  1. additionwas added slowly 391 ml
  2. additionAfter the addition
  3. temperatureThe reaction was cooled
  4. extractionThe reaction was extracted (3×100 ml.) with ether
  5. washwashed with water
  6. dry with materiala saturated sodium bicarbonate solution and a brine solution, and dried over magnesium sulfate
  7. customRemoval of the solvent
  8. customgave 37 g

Quellen und Nachweise

ORD-Eintrag
ord-88558ce846bc4845ad18af449473eb66
Quelldatensatz
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04767743

Notizen zur Reaktion

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