N-bromobutanimide → 2-(Bromomethyl)-6-methoxynaphthalene

HRID 974665ノート

反応式

HRID 974665 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[CH:3]=1.[Br:14]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[CH:3]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 110193292-METHOXY-6-METHYLNAPHTHALENE

生成物 1

HCID 100377832-(Bromomethyl)-6-methoxynaphthalene収率 69.5%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒2 回

反応条件

温度
35 °C

実験手順

A solution of 2-methyl-6-methoxynaphthalene (4.lg, 23.8 mmole) and azoisobutyronitrile (80 mg) in dry carbon tetrachloride (30 ml) was heated to reflux with stirring. A slurry of N-bromosuccinimide (4.6 g, 25.8 mmole) and azoisobutyronitrile (20 mg) in dry carbon tetrachloride (10 ml) was added gradually over 2 hours. The resulting solution was heated under reflux for 30 minutes and then cooled to 35° C. The succinimide was filtered off and washed with carbon tetrachloride (5 ml). The filtrate was evaporated to dryness to afford a creamy coloured solid which was dried under vacuum at 40° C. It weighed 5.8 g and contained 70.3% 2-bromomethyl-6-methoxynaphthalene giving an activity yield of 69.5%.

後処理

  1. temperatureto reflux
  2. temperatureThe resulting solution was heated
  3. temperatureunder reflux for 30 minutes
  4. filtrationThe succinimide was filtered off
  5. washwashed with carbon tetrachloride (5 ml)
  6. customThe filtrate was evaporated to dryness
  7. customto afford a creamy coloured solid which
  8. customwas dried under vacuum at 40° C

出典と根拠

ORDレコード
ord-2bcc8b676a6440c7b7f39d7c278d762e
出典データセット
uspto-grants-1991_11
特許番号
US05068458

反応ノート

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