4-Chlorosalicylic acid → 5-Chloro-2-(hydroxymethyl)phenol
Reaktionsgleichung
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([OH:11])[CH:3]=1>C1COCC1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([OH:11])[CH:3]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
BH3 (1M in THF, 359 mL) was added into a solution of 4-chloro-2-hydroxybenzoic acid (20.63 g, 0.12 mmol) in THF (40 mL) drop wise at 0° C. After which, the mixture was stirred at r.t. overnight. Extracted with EA twice, and washed the organic phase with brine and dried with anhydrous Na2SO4, concentrated to give the title compound (12 g, 63%). 1H NMR (400 MHz, DMSO-d6): δ 4.42 (2H, s), 4.97-5.06 (1H, m), 6.77 (1H, d, J=2.0 Hz), 6.82 (1H, dd, J=2.0 Hz, 8.0 Hz), 7.27 (1H, d, J=8.4 Hz), 9.85 (1H, s).
Aufarbeitung
- extractionExtracted with EA twice
- washwashed the organic phase with brine
- dry with materialdried with anhydrous Na2SO4
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-fb9b2566fa2442639839d8d0d4291d11
- Quelldatensatz
- uspto-grants-2015_08
- Patentnummer
- US09107916B2
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