Water → 6-Methoxy-3,3-dimethyl-5-prop-2-ynyloxy-indan-1-one

HRID 2228351노트

반응식

HRID 2228351 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH3:14])([CH3:13])[CH2:8][C:9]2=[O:12])=[CH:5][C:4]=1[OH:15].[CH2:16](Br)[C:17]#[CH:18].C([O-])([O-])=O.[K+].[K+].O>CN1CCCC1=O.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH3:13])([CH3:14])[CH2:8][C:9]2=[O:12])=[CH:5][C:4]=1[O:15][CH2:18][C:17]#[CH:16]

참가 물질

7

반응물 4

HCID 962WaterHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 134808615-Hydroxy-6-methoxy-3,3-dimethyl-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 184695826-Methoxy-3,3-dimethyl-5-prop-2-ynyloxy-indan-1-one수율 103.6%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

6-Methoxy-3,3-dimethyl-5-hydroxy-indan-1-one (2.2 g), 1.5 g of propargyl bromide, and 3.7 g of K2CO3 in 9 ml of 1-methyl pyrrolidone was placed in a 25 ml reaction flask and stirred for one hour. Then, it was stirred further at 100° C. for one hour. The reaction mixture was distributed between water and ethyl acetate. The organic phase was washed with 1N NaOH solution and NaCl solution, dried over Na2SO4 and concentrated to yield 2.7 g of a yellow liquid. UV 310 nm (ε=18′734), MS: 244(M+), 229, 105(100%).

후처리

  1. stirringThen, it was stirred further at 100° C. for one hour
  2. washThe organic phase was washed with 1N NaOH solution and NaCl solution
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-907eb91c0e7041108994571340472b5c
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06416746B1

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