Sodium borohydride → [4-chloro-2-(hydroxymethyl)phenoxy]-acetic Acid, 1,1-dimethylethyl Ester

HRID 38287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 38287
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[C:4]([CH:17]=[O:18])[CH:3]=1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8]([O:10][C:11]([CH3:14])([CH3:12])[CH3:13])=[O:9])=[C:4]([CH2:17][OH:18])[CH:3]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 51357407Tert-butyl 2-(4-chloro-2-formylphenoxy)acetate

Produkt 1

HCID 86631069[4-chloro-2-(hydroxymethyl)phenoxy]-acetic Acid, 1,1-dimethylethyl EsterAusbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of (4-chloro-2-formylphenoxy)-acetic acid, 1,1-dimethylethyl ester (2.1 g) in ethanol (20 ml) was added sodium borohydride (0.29 g). After stirring for 10 minutes the reaction was concentrated in vacuo and water added to the residue. The organics were extracted into ethylacetate, washed with brine, dried (MgSO4) and concentrated in vacuo to give the subtitle compound as an oil (2 g).

Aufarbeitung

  1. concentrationwas concentrated in vacuo and water
  2. additionadded to the residue
  3. extractionThe organics were extracted into ethylacetate
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0e1c971ff38d4c77a5661f9306b08c84
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524715B2

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