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

HRID 974665노트

반응식

HRID 974665 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 100377832-(Bromomethyl)-6-methoxynaphthalene수율 69.5%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매2회

반응 조건

온도
35 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-2bcc8b676a6440c7b7f39d7c278d762e
출처 데이터셋
uspto-grants-1991_11
특허 번호
US05068458

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