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N-bromobutanimide → Ethyl (4-methoxy-2-nitrobenzyl)aminoacetate

HRID 2417513
ノート
印刷プレビュー

反応式

HRID 2417513 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.C1C(C(OO)=O)=CC=CC=1.BrN1C(=O)CCC1=O.Cl.[CH2:32]([O:34][C:35](=[O:38])[CH2:36][NH2:37])[CH3:33].C(=O)([O-])O.[Na+]>C(O)C.C(OCC)(=O)C.C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH:37][CH2:36][C:35]([O:34][CH2:32][CH3:33])=[O:38])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 67184N-bromobutanimideHCID 871374-Methyl-3-nitroanisoleHCID 516892Sodium BicarbonateHCID 523077Perbenzoic acidHCID 2723640Glycine ethyl ester, hydrochloride

生成物 1

HCID 86589883Ethyl (4-methoxy-2-nitrobenzyl)aminoacetate

試薬・触媒・溶媒 3

HCID 241
Benzene
溶媒
HCID 702Ethanol溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

5.0 g (29 mmol) of 4-methoxy-1-methyl-2-nitrobenzene was added to a mixture of 50 ml of benzene, 50 ml of perbenzoic acid and 8 g (45 mmol) of N-bromosuccinimide, and they were stirred at 80° C. for one day. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 50 ml of ethanol. 8.4 g (60 mmol) of glycine ethyl ester hydrochloride and 5.0 g (60 mmol) of sodium hydrogencarbonate were added to the obtained solution, and they were stirred at 70° C. overnight. The solvent was evaporated. After the extraction with ethyl acetate, the extract was washed with 1 N hydrochloric acid. The obtained aqueous layer was made basic with 1 N sodium hydroxide. After the extraction with ethyl acetate, the obtained organic layer was washed with saturated aqueous sodium chloride solution and then dried. The solvent was evaporated to obtain the title compound.

後処理

  1. stirringwere stirred at 70° C. overnight
  2. customThe solvent was evaporated
  3. extractionAfter the extraction with ethyl acetate
  4. washthe extract was washed with 1 N hydrochloric acid
  5. extractionAfter the extraction with ethyl acetate
  6. washthe obtained organic layer was washed with saturated aqueous sodium chloride solution
  7. customdried
  8. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-7edad9d9174f4994a96f9e2e856f35ba
出典データセット
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06825191B2

反応ノート

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