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3-Chloro-2-methyl-1-propene → 2,5,5-Trimethylocta-1,6,7-trien-4-ol

HRID 483241
ノート
印刷プレビュー

反応式

HRID 483241 の反応式
[CH3:1][C:2](=[CH2:5])[CH2:3]Cl.[CH3:6][C:7]([CH3:13])([CH:10]=[C:11]=[CH2:12])[CH:8]=[O:9].[NH4+].[Cl-]>CCOCC>[CH3:1][C:2]([CH2:3][CH:8]([OH:9])[C:7]([CH3:13])([CH3:6])[CH:10]=[C:11]=[CH2:12])=[CH2:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 112413-Chloro-2-methyl-1-propeneHCID 25517Ammonium ChlorideHCID 776782,2-Dimethyl-3,4-pentadienal

生成物 1

HCID 36994162,5,5-Trimethylocta-1,6,7-trien-4-ol収率 91%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
15 °C

実験手順

300 ml of absolute ether were added to 7.29 g (0.30 mole) of dry Mg, the mixture was cooled to 15±1° C., and 27.19 g (0.30 mole) freshly distilled β-methylallyl chloride were added. The mixture was stirred over night at the same temperature. The white suspension was cooled to 0° C., and 11.03 g (0.10 mole) 1a in 150 ml absolute ether were added dropwise during 1 hour. The mixture was stirred at 0° C. for 4 hours (reaction monitored on GC). 37 ml of saturated NH4Cl solution were added with vigorous stirring. The solution was decanted from the magnesium salts which were washed several times with ether. The combined ether phases were dried (MgSO4). Distillation gave 14.22 g (91%) 2a, b.p. 60°-1° C./1.5 mm Hg.

後処理

  1. temperatureThe white suspension was cooled to 0° C.
  2. stirringThe mixture was stirred at 0° C. for 4 hours
  3. custom(reaction monitored on GC)
  4. customThe solution was decanted from the magnesium salts which
  5. washwere washed several times with ether
  6. dry with materialThe combined ether phases were dried (MgSO4)
  7. distillationDistillation

出典と根拠

ORDレコード
ord-f7c6d9ae663c4a18aefa7d835ca2caef
出典データセット
uspto-grants-1986_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04578484

反応ノート

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