Sodium Methoxide → HCID 86682942, 화합물

HRID 1497075노트

반응식

HRID 1497075 반응식
[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]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 86682941HCID 86682941, 화합물

생성물 1

HCID 86682942HCID 86682942, 화합물

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-4e31dd3b2b954e5eb79a7523e15b3062
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199938B2

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