Hydrochloric Acid → 4-[(E)-3-(6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylyl)-3-oxopropenyl]benzoic Acid

HRID 2377202ノート

反応式

HRID 2377202 の反応式
[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:13][C:12]([C:22](=[O:24])[CH3:23])=[CH:11][C:10]=1[C:25]([CH3:28])([CH3:27])[CH3:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:29]([C:32]1[CH:39]=[CH:38][C:35]([CH:36]=O)=[CH:34][CH:33]=1)([OH:31])=[O:30].[OH-].[K+].Cl>CO>[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=2)=[CH:13][C:12]([C:22](=[O:24])/[CH:23]=[CH:36]/[C:35]2[CH:38]=[CH:39][C:32]([C:29]([OH:31])=[O:30])=[CH:33][CH:34]=2)=[CH:11][C:10]=1[C:25]([CH3:28])([CH3:27])[CH3:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 120884-Formylbenzoic acidHCID 14797Potassium HydroxideHCID 120848201-(6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylyl)ethanone

生成物 1

HCID 120848214-[(E)-3-(6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylyl)-3-oxopropenyl]benzoic Acid収率 38%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

970 mg (2.6 mmol) of 1-(6-benzyloxy-5-tert-butyl-4′-methyl-3-biphenylyl)ethanone are dissolved in 40 mL of methanol. 350 mg (2.3 mmol) of 4-carboxybenzaldehyde are added, followed by 1.23 mL (10 mmol) of 47% KOH. The reaction medium is stirred for 36 hours and then acidified with concentrated hydrochloric acid. The medium is extracted with ethyl acetate, and the residue obtained is purified by chromatography on a column of silica. The solid obtained is recrystallized from an ethyl ether/heptane mixture. A yellow powder is obtained (m=500 mg; yield=38%; m.p.=208° C.).

後処理

  1. extractionThe medium is extracted with ethyl acetate
  2. customthe residue obtained
  3. customis purified by chromatography on a column of silica
  4. customThe solid obtained
  5. customis recrystallized from an ethyl ether/heptane mixture
  6. customA yellow powder is obtained (m=500 mg; yield=38%; m.p.=208° C.)

出典と根拠

ORDレコード
ord-9bc1f5f371a34a09bf22e40d8193e9d4
出典データセット
uspto-grants-2008_12
特許番号
US07468457B2

反応ノート

読み込み中…