Diisopropylethylamine → 1-Bromo-3-iodo-5-methyl-2-(3-phenylallyloxy)-benzene

HRID 18180

反応式

HRID 18180 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([I:9])[C:3]=1[OH:10].[CH2:11](Br)[CH:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([I:9])[C:3]=1[O:10][CH2:11][CH:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 98116BromomethylstyreneHCID 593449072-Bromo-6-iodo-4-methylphenol

生成物 1

HCID 685856031-Bromo-3-iodo-5-methyl-2-(3-phenylallyloxy)-benzene収率 101.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

2-Bromo-4-methyl-6-iodophenol (7.82 gm, 25 mmol) and cinnamyl bromide (4.93 g, 25 mmol) were added to DMF (20 ml). Diisopropylethylamine (5.3 ml, 30.4 mmol) was added and the mixture heated to 60° C. for 15 minutes and then allowed stir for 16 hours at room temperature. The DMF was removed under vacuum, and 1M HCl was added until the residue was acidic. The mixture was extracted with ethyl acetate, and the combined organic phase was dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give 1-bromo-3-iodo-5-methyl-2-(3-phenylallyloxy)-benzene (10.86 g, 100% yield).

後処理

  1. customThe DMF was removed under vacuum, and 1M HCl
  2. additionwas added until the residue
  3. extractionThe mixture was extracted with ethyl acetate
  4. dry with materialthe combined organic phase was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c9bb23be4d014b61b2df65620189bc16
出典データセット
uspto-grants-2010_06
特許番号
US07741326B2

関連ノート

読み込み中…