Hydrochloric Acid → HCID 66990811、化合物

HRID 444628ノート

反応式

HRID 444628 の反応式
C[O:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:16][C:15]=2[O:28][CH3:29])=[CH:7][CH:8]=[C:9]([C:11](=[O:13])[CH3:12])[CH:10]=1)=[O:4].[OH-].[Na+].CO.Cl>O>[C:11]([C:9]1[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[C:6]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:16][C:15]=2[O:28][CH3:29])=[CH:7][CH:8]=1)(=[O:13])[CH3:12]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 66990886HCID 66990886、化合物

生成物 1

HCID 66990811HCID 66990811、化合物収率 74%

試薬・触媒・溶媒 1

HCID 962Water溶媒

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),

後処理

  1. temperatureThe reaction was refluxed under Ar for 7 h
  2. customAfter placing in an ice bath
  3. customto give a yellow precipitate that
  4. filtrationwas filtered
  5. washwashed with water
  6. customrecrystallized from THF/hexanes

出典と根拠

ORDレコード
ord-64d49c6813b044379bed289f5b9607d6
出典データセット
uspto-grants-2013_07
特許番号
US08475776B2

反応ノート

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