反应 #531810

ord-64d49c6813b044379bed289f5b9607d6

反应方程式

Cl
HCl
COC(=O)c1cc(C(C)=O)ccc1-c1ccc(OCc2ccccc2)cc1OC
4-Acetyl-4′-benzyloxy-2′-methoxybiphenyl-2-carboxylic acid methyl ester
[Na+].[OH-]
NaOH
CO
methanol
COc1cc(OCc2ccccc2)ccc1-c1ccc(C(C)=O)cc1C(=O)O
8b
收率 74.0%
COc1cc(OCc2ccccc2)ccc1-c1ccc(C(C)=O)cc1C(=O)O
4-Acetyl-4′-benzyloxy-2′-methoxybiphenyl-2-carboxylic acid
收率 74.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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),

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08475776B2uspto-grants-2013_07