Allyl bromide → 3-(N-methyl-allyloxycarbamoyl)-5-nitro-benzoic acid allyl ester

HRID 1977354ノート

反応式

HRID 1977354 の反応式
[CH2:1]([O:4][C:5](=[O:20])[C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[C:8]([C:15](=[O:19])[N:16]([OH:18])[CH3:17])[CH:7]=1)[CH:2]=[CH2:3].[CH2:21](Br)[CH:22]=[CH2:23].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([O:4][C:5](=[O:20])[C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[C:8]([C:15](=[O:19])[N:16]([O:18][CH2:23][CH:22]=[CH2:21])[CH3:17])[CH:7]=1)[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 229861013-(N-methyl-hydroxycarbamoyl)-5-nitro-benzoic acid allyl ester

生成物 1

HCID 229861003-(N-methyl-allyloxycarbamoyl)-5-nitro-benzoic acid allyl ester収率 83.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of (8(a)) (0.60 g), allyl bromide (0.28 g), potassium carbonate (0.59 g) and DMF (20 ml) was stirred for 3 hours at ambient temperature under an argon atmosphere. The dimethyl formamide was then evaporated under reduced pressure and the residue dissolved in ethyl acetate (50 ml) and water (50 ml). The organic phase was separated, washed with brine (50 ml), dried over magnesium sulphate and evaporated under reduced pressure to dryness to give 3-(N-methyl-allyloxycarbamoyl)-5-nitro-benzoic acid allyl ester (8(b)) as a yellow oil (0.571 g).

後処理

  1. customThe dimethyl formamide was then evaporated under reduced pressure
  2. dissolutionthe residue dissolved in ethyl acetate (50 ml)
  3. customThe organic phase was separated
  4. washwashed with brine (50 ml)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under reduced pressure to dryness

出典と根拠

ORDレコード
ord-793cee6126f848ceb335d8fb4c0a33b6
出典データセット
uspto-grants-2001_05
特許番号
US06232338B1

反応ノート

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