N-bromobutanimide → Methyl 4-(bromomethyl)-3-nitrobenzoate

HRID 435143

反応式

HRID 435143 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)=[O:4].[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][Br:15])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)=[O:4]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 81816Methyl 4-methyl-3-nitrobenzoate

生成物 1

HCID 13399987Methyl 4-(bromomethyl)-3-nitrobenzoate

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒2 回

実験手順

All of the 4-methoxycarbonyl-2-nitrotoluene obtained as described above was dissolved in carbon tetrachloride. Approximately 14.2 g (0.082 mole) of N-bromosuccinimide was added to the carbon tetrachloride solution. The resulting solution was heated to reflux temperature and stirred for approximately 64 hours. The solution was cooled and the succinimide was removed by vacuum filtration. The remaining solution was concentrated on a rotary evaporator using water aspirator vacuum. The synthesis produced 24 g of 4-methoxycarbonyl-2-nitrobenzyl bromide. The cholate ester of this product was then prepared as described for the preparation of the esters in Section B. The O,O,O-triacetyl derivative was also prepared as described in Section F.

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux temperature
  3. temperatureThe solution was cooled
  4. customthe succinimide was removed by vacuum filtration
  5. concentrationThe remaining solution was concentrated on a rotary evaporator

出典と根拠

ORDレコード
ord-2098fbb8c47a4459a83564039f42c795
出典データセット
uspto-grants-1983_08
特許番号
US04400461

関連ノート

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