Iodoethane → 1H-Inden-1-one, 5-ethoxy-2,3-dihydro-

HRID 402507ノート

反応式

HRID 402507 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.C(=O)([O-])[O-].[K+].[K+].[CH2:18](I)[CH3:19]>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2)[CH3:19]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 2331475-Hydroxy-1-indanone

生成物 1

HCID 227325581H-Inden-1-one, 5-ethoxy-2,3-dihydro-収率 99.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

5-Hydroxy-1-indanone (2.5 g, 16.0 mmol) was dissolved in acetone (60 ml) and potassium carbonate (waterfree, 5.15 g, 36.9 mmol) and ethyl iodide (2.88 ml, 35.3 mmol) were added. The reaction was stirred at it under an atmosphere of nitrogene for 6 days. The mixture was filtered, the filtrate collected and the solvent evaporated at reduced pressure. Chromatography on silica (flashmaster, hex to hex/EtOAc 2/3 in 20 min, 15 min hex/EtOAc 2/3) gave the product as off-white solid (2.8 g, 99%). [1H-NMR (DMSO-d6, 600 MHz) δ 7.54 (d, 1H), 7.07 (s, 1H), 6.94 (d, 1H), 4.13 (q, 2H), 3.05-3.03 (m, 2H), 2.58-2.56 (m, 2H), 1.35 (t, 3H); LCMS RtJ=0.88 min; [M+H]+=177.2]

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate collected
  3. customthe solvent evaporated at reduced pressure

出典と根拠

ORDレコード
ord-ad4886f41bd34e478bb4747d9d2b0d86
出典データセット
uspto-grants-2014_06
特許番号
US08742106B2

反応ノート

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