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Methylamine → Hydrochloric Acid

HRID 2231731
ノート
印刷プレビュー

反応式

HRID 2231731 の反応式
[ClH:1].C[O:3][C:4](=O)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([N:16]2[CH2:21][CH2:20][O:19][CH:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:17]2)[CH3:15])=[CH:9][CH:8]=1.[CH3:29][NH2:30].CO.C(OCC)(=O)C.C(OCC)C>CO>[ClH:1].[ClH:1].[C:22]1([CH:18]2[CH2:17][N:16]([CH:14]([CH3:15])[CH2:13][C:10]3[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([NH:30][CH3:29])=[O:3])=[CH:8][CH:9]=3)[CH2:21][CH2:20][O:19]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6329Methylamine3 回HCID 13851158HCID 13851158、化合物HCID 21879645HCID 21879645、化合物

生成物 2

HCID 313Hydrochloric AcidHCID 70381892HCID 70381892、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-[2-(2-phenylmorpholino)propyl]phenoxyacetic acid methyl ester hydrochloride (3.0 g; obtained from the mother liquors of Example 1) in methanol (50 ml) was added a 30% aqueous solution of methylamine (10 ml). This mixture was heated under reflux for 3 hours during which time 3 further 10 ml portions of the methylamine solution were added. The solution was cooled to room temperature, a further 10 ml portion of methylamine solution added, and the reaction mixture allowed to stand at room temperature overnight. The solvent was removed under vacuum, aqueous sodium carbonate added to the residue and extracted with dichloromethane (X2). The combined extracts were washed with brine (X2), dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated to dryness. Chromatography of the residue on silica gel in 2% methanol-dichloromethane gave an oil, which, on treatment with an ethereal solution of hydrogen chloride, gave the title compound, m.p. 127°-130° C. (methanol-ethyl acetate-diethyl ether), as a 12:88 mixture of diastereoisomers.

後処理

  1. temperatureThis mixture was heated
  2. additionwere added
  3. customThe solvent was removed under vacuum, aqueous sodium carbonate
  4. additionadded to the residue
  5. extractionextracted with dichloromethane (X2)
  6. washThe combined extracts were washed with brine (X2)
  7. dry with materialdried over anhydrous magnesium sulphate
  8. filtrationfiltered
  9. customthe filtrate evaporated to dryness
  10. customChromatography of the residue on silica gel in 2% methanol-dichloromethane gave an oil, which

出典と根拠

ORDレコード
ord-3f8338f4596740c6ab6fe086be88bbc5
出典データセット
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04783460

反応ノート

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