Hydrochloric Acid → 4'-Methoxy(1,1'-biphenyl)-4-carboxylic acid

HRID 493504

反応式

HRID 493504 の反応式
[OH-].[Na+].C[O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)=[O:6].O.Cl>C1COCC1>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([C:10]2[CH:11]=[CH:12][C:7]([C:5]([OH:6])=[O:4])=[CH:8][CH:9]=2)=[CH:18][CH:17]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 1393415Methyl 4'-methoxy(1,1'-biphenyl)-4-carboxylate

生成物 1

HCID 27595524'-Methoxy(1,1'-biphenyl)-4-carboxylic acid収率 98.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1 N NaOH (148.5 mL, 148.5 mmol) was added under nitrogen to a solution of 4′-methoxy-biphenyl-4-carboxylic acid methyl ester (12.0 g, 49.5 mmol), prepared in the previous step, in 1 L of THF plus 250 mL of water at room temperature. After the addition the reaction was refluxed for 16.5 h (overnight). After cooling to approximately room temperature the reaction was acidified by the addition of 1 N HCl and then concentrated under reduced pressure. The solid that formed was collected by filtration and dried under reduced pressure to give 4′-methoxy-biphenyl-4-carboxylic acid (11.11 g, 98%) as a white solid, mp 245-250° C.; MS (ESI) m/z 227 [M−H]−. Elemental Analysis for C14H12O3: Calc'd: C, 73.67; H, 5.30; N, 0.00; Found: C, 69.52; H, 5.01; N, 0.04.

後処理

  1. customat room temperature
  2. additionAfter the addition the reaction
  3. temperaturewas refluxed for 16.5 h (overnight)
  4. temperatureAfter cooling to approximately room temperature the reaction
  5. concentrationconcentrated under reduced pressure
  6. customThe solid that formed
  7. filtrationwas collected by filtration
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-18d9b68ed9d446ad8c916716710e890f
出典データセット
uspto-grants-2009_05
特許番号
US07534894B2

関連ノート

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