Sodium Hydroxide → 2-Phenyl-4-pentyn-2-ol

HRID 259983ノート

反応式

HRID 259983 の反応式
Cl[C:2]([CH2:4][C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([OH:7])[CH3:6])=[CH2:3].[OH-].[Na+]>C1(C)C=CC=CC=1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:8]1([C:5]([OH:7])([CH3:6])[CH2:4][C:2]#[CH:3])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 22404520HCID 22404520、化合物

生成物 1

HCID 5693552-Phenyl-4-pentyn-2-ol

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒

実験手順

20.00 Grams of the 2-chloro-4-phenyl-1-penten-4-ol were dissolved in 50 g of toluene, and 30.5 g of a 40% sodium hydroxide aqueous solution and 65.57 g of tetra-n-butylammonium bromide were added. The mixture was allowed to react at 50° C. for 30 hours and then was subjected to separation. The organic phase was washed with water, and the toluene was distilled off under reduced pressure. The resultant oily substance was purified by silica gel column chromatography to give 11.37 g of 4-phenyl-1-pentyn-4-ol; nD21 =1.537 FI-MS m/e 160(M+) (Propargyl compound/allene compound 100.0/0.0).

後処理

  1. customto react at 50° C. for 30 hours
  2. customwas subjected to separation
  3. washThe organic phase was washed with water
  4. distillationthe toluene was distilled off under reduced pressure
  5. customThe resultant oily substance was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-b30205a44891461f888f4bfaafa18852
出典データセット
uspto-grants-1996_06
特許番号
US05523495

反応ノート

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