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

HRID 2228351ノート

反応式

HRID 2228351 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-907eb91c0e7041108994571340472b5c
出典データセット
uspto-grants-2002_07
特許番号
US06416746B1

反応ノート

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