反応 #531810

反応方程式

HCl

4-Acetyl-4′-benzyloxy-2′-methoxybiphenyl-2-carboxylic acid methyl ester

NaOH

methanol

→

8b

収率 74.0%

4-Acetyl-4′-benzyloxy-2′-methoxybiphenyl-2-carboxylic acid

収率 74.0%

溶媒

water

反応条件

後処理

1. 1
   温度The reaction was refluxed under Ar for 7 h
2. 2
   その他After placing in an ice bath
3. 3
   その他to give a yellow precipitate that
4. 4
   ろ過was filtered
5. 5
   洗浄washed with water
6. 6
   その他recrystallized from THF/hexanes

実験手順

To 4-Acetyl-4′-benzyloxy-2′-methoxybiphenyl-2-carboxylic acid methyl ester 7b (4.06 g, 9.7 mmol) and NaOH (0.773 g, 19.4 mmol) was added methanol (60 mL) and water (60 mL). The reaction was refluxed under Ar for 7 h then cooled to room temperature. After placing in an ice bath, 1 M HCl was added to give a yellow precipitate that was filtered, washed with water and recrystallized from THF/hexanes to give 2.7 g (69%) of 8b as yellow crystals. 1H-NMR (400 MHz, CDCl3) dH 2.68 (4H, s, COCH3), 3.62 (3H, s, OCH3), 5.16 (2H, s, CH2Ph), 6.77 (1H, s, ArH), 7.18 (1H, s, ArH), 7.33-7.52 (5H, m, CH2Ph), 3.90 (3H, s, OCH3), 5.22 (2H, S, CH2Ph), 6.58 (1H, s, ArH), 6.90 (1H, s, ArH), 7.34-7.50 (6H, m, ArH+Ch2Ph), 8.17 (1H, d, ArH), 8.50 (1H, s, ArH),

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