반응 #48206

반응 방정식

4-benzyloxy-3-chloro-5-methoxy-benzoic acid benzyl ester

lithium aluminium hydride

NaOH

→

(4-Benzyloxy-3-chloro-5-methoxy-phenyl)-methanol

용매

THF

THF

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was stirred for another hour
2. 2
   여과the aluminium salts were filtered off
3. 3
   건조the filtrate was dried over sodium sulphate
4. 4
   농축concentrated under reduced pressure
5. 5
   온도The resulting oil was heated to 120° C. under high vacuum in a kugelrohr-destillation-apparatus
6. 6
   기타to remove benzyl alcohol for 10 h
7. 7
   기타The product was obtained as a light yellow oil
8. 8
   기타was used without any further purification

실험 절차

A solution of 4-benzyloxy-3-chloro-5-methoxy-benzoic acid benzyl ester (CAB02162, 3.83 g, 10.0, mmol) in THF (20 mL) was added dropwise with a syringe to a suspension of lithium aluminium hydride (500 mg, 13.15 mmol) in THF (30 mL). The mixture was stirred at room temperature for 30 minutes and 2N NaOH (5 mL) was added. The mixture was stirred for another hour, the aluminium salts were filtered off, the filtrate was dried over sodium sulphate and concentrated under reduced pressure. The resulting oil was heated to 120° C. under high vacuum in a kugelrohr-destillation-apparatus to remove benzyl alcohol for 10 h. The product was obtained as a light yellow oil and was used without any further purification. Yield: 2.70 g (97%). 1H-NMR (400 MHz, CDCl3) δ=2.09 (2, 1H, —OH), 3.86 (s, 3H, —OCH3), 4.56 (s, 2H), 5.02 (s, 2H), 6.83 (d, J=2.0 Hz, 1H), 6.95 (d, J=2.0 Hz, 1H), 7.31-7.41 (m, 3H), 7.52-7.55 (m, 2H).

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