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Ammonia → Isohexane ethyl acetate

HRID 496634
ノート
印刷プレビュー

反応式

HRID 496634 の反応式
O.O.Cl[Sn]Cl.[CH2:6]([C:13]1[CH:30]=[C:29]([N+:31]([O-])=O)[CH:28]=[CH:27][C:14]=1[C:15]([NH:17][CH:18]([CH2:23][CH2:24][S:25][CH3:26])[C:19]([O:21][CH3:22])=[O:20])=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.N.[C:35]([O:38][CH2:39][CH3:40])(=[O:37])[CH3:36]>>[C:35]([O:38][CH2:39][CH3:40])(=[O:37])[CH3:36].[CH3:14][CH2:13][CH2:6][CH:7]([CH3:12])[CH3:8].[NH2:31][C:29]1[CH:28]=[CH:27][C:14]([C:15]([NH:17][C@@H:18]([CH2:23][CH2:24][S:25][CH3:26])[C:19]([O:21][CH3:22])=[O:20])=[O:16])=[C:13]([CH2:6][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:30]=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 4

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 61436Stannous chloride dihydrateHCID 22321899Methyl 2-[(2-benzyl-4-nitro-benzoyl)amino]-4-methylsulfanyl-butyrate

生成物 2

HCID 21882781Isohexane ethyl acetate収率 50%HCID 57043324methyl (2S)-2-(4-amino-2-benzyl-benzoylamino)-4-methylsulfanyl-butyrate

実験手順

SnCl2.2H2O (2.5 g, 11.08 mmol) was added to a stirred solution of compound 30 (2.24 mmol) in ethyl acetate(50 mL) and the resulting mixture heated at reflux for 18 h. The reaction mixture was cooled to ambient temperature and treated with 0.880 SG NH3(aq) dropwise to pH8. The resulting precipitate was removed by filtration through diatomaceous earth (Celite®)(545). The filtrates were then evaporated and purified by chromatography (Mega Bond Elut,Silica), eluting with dichloromethane and then 50% ethyl acetate/i-hexane to give the desired compound 21.

後処理

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux for 18 h
  3. customThe resulting precipitate was removed by filtration through diatomaceous earth (Celite®)(545)
  4. customThe filtrates were then evaporated
  5. custompurified by chromatography (Mega Bond Elut,Silica)
  6. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-47d19e01bdea473b823dd75d95e1948a
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06946468B1

反応ノート

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