3-Chloro-2-methyl-1-propene → HCID 21478689、化合物

HRID 1488567ノート

反応式

HRID 1488567 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[OH:13].C([O-])([O-])=O.[K+].[K+].N[C@H](C(O)=O)[CH2:22][C:23]1[CH:32]=C2C(C=CC=C2)=C[CH:24]=1.CC(CCl)=C>CCCCCC.CC(C)=O>[CH:22]([O:13][C:3]1[C:4]([C:9]([CH3:10])([CH3:12])[CH3:11])=[CH:5][C:6]([Br:8])=[CH:7][C:2]=1[Br:1])=[C:23]([CH3:32])[CH3:24]

参加物

7

反応物 4

HCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium CarbonateHCID 1859152-NaphthylalanineHCID 719757AKOS BBS-00008108

生成物 1

HCID 21478689HCID 21478689、化合物

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8058Hexane溶媒

反応条件

温度
23 °C

実験手順

In a 3000 mL 3-neck flask, equipped with Ar inlet and magnetic stirrer, is placed 2,4-dibromo-6-tert-butylphenol (70.0 g, 226 mmol), K2CO3 (37.6 g, 276 mmol, 1.2 eq), Nal (3.38 g, 22.6 mmol, 0.1 eq), β-methallyl chloride (33.9 mL, 339 mmol, 1.5 eq), and acetone (1500 mL). The reaction mixture is vigorously stirred at 23° C. for 56 hrs, and monitored by TLC analysis (pet. ether). The solids are removed by filtration, washed with acetone, and the filtrates rotoevaporated (bath temperature kept below 35° C.) to give an oil. The oil is dissolved in hexane (100 mL), and stirred with silica gel (80 g). The slurry is filtered through a pad of Celite, and eluted with additional hexane (6×100 mL). The filtrate is evaporated to give 2,4-dibromo-6-tert-butylphenyl isobutenyl ether as a yellow oil. The material is stored in the freezer and is used as soon as possible.

後処理

  1. customIn a 3000 mL 3-neck flask, equipped with Ar inlet and magnetic stirrer
  2. customThe solids are removed by filtration
  3. washwashed with acetone
  4. custom(bath temperature kept below 35° C.)
  5. customto give an oil
  6. stirringstirred with silica gel (80 g)
  7. filtrationThe slurry is filtered through a pad of Celite
  8. washeluted with additional hexane (6×100 mL)
  9. customThe filtrate is evaporated

出典と根拠

ORDレコード
ord-541c59e9fa86403dbc75df4f96234bb5
出典データセット
uspto-grants-1997_10
特許番号
US05674891

反応ノート

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