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

HRID 259983노트

반응식

HRID 259983 반응식
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

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 22404520HCID 22404520, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b30205a44891461f888f4bfaafa18852
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05523495

반응 노트

불러오는 중…