반응 #531810

ord-64d49c6813b044379bed289f5b9607d6

반응 방정식

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
수율 74.0%
COc1cc(OCc2ccccc2)ccc1-c1ccc(C(C)=O)cc1C(=O)O
4-Acetyl-4′-benzyloxy-2′-methoxybiphenyl-2-carboxylic acid
수율 74.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction was refluxed under Ar for 7 h
  2. 2
    기타After placing in an ice bath
  3. 3
    기타to give a yellow precipitate that
  4. 4
    여과was filtered
  5. 5
    세척washed with water
  6. 6
    기타recrystallized from THF/hexanes

실험 절차

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),

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08475776B2uspto-grants-2013_07