Sodium Methoxide → HCID 86682942、化合物

HRID 1497075ノート

反応式

HRID 1497075 の反応式
[CH3:1][O:2][C:3](=[O:24])[CH2:4][C:5]([NH:7][C:8]1[C:13]([Cl:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=1[C:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:6].C[O-].[Na+]>CO>[CH3:1][O:2][C:3]([C:4]1[C:5](=[O:6])[NH:7][C:8]2[C:9]([C:16]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:10][C:11]([Cl:15])=[CH:12][C:13]=2[Cl:14])=[O:24]

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 86682941HCID 86682941、化合物

生成物 1

HCID 86682942HCID 86682942、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Crude N-(2-benzoyl-4,6-dichloro-phenyl)-malonamic acid methyl ester (600 mg, 1.64 mmol, Eq: 1.00) from step A was suspended in methanol (16 ml) and a solution of sodium methanolate in methanol (13.8 ml, 0.5 M, 6.88 mmol, Eq: 4.2) was added. The reaction mixture was stirred at reflux for 1 h and was then allowed to cool to RT overnight. Most of the methanol was removed in vacuo and the remaining residue was poured onto ice. The mixture was acidified to pH 6 with 1N and 0.1N HCl and a light brown solid precipitated. The solid was filtered off, washed with water and a small amount of MeOH and dried. The resulting title compound (522 mg, light brown solid) was used in the next reaction step without further purification. MS (ESI): 348.0 (M+H)+.

後処理

  1. temperatureat reflux for 1 h
  2. customMost of the methanol was removed in vacuo
  3. additionthe remaining residue was poured onto ice
  4. customa light brown solid precipitated
  5. filtrationThe solid was filtered off
  6. washwashed with water
  7. dry with materiala small amount of MeOH and dried
  8. customThe resulting title compound (522 mg, light brown solid) was used in the next reaction step without further purification

出典と根拠

ORDレコード
ord-4e31dd3b2b954e5eb79a7523e15b3062
出典データセット
uspto-grants-2015_12
特許番号
US09199938B2

反応ノート

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