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Potassium Carbonate → 6-Cyclopentyl-6-[2-(5-ethyl-4-hydroxy-2-propoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione

HRID 1438192
ノート
印刷プレビュー

反応式

HRID 1438192 の反応式
[CH:1]1([C:6]([OH:32])([CH2:17][CH2:18][C:19]2[CH:24]=[C:23]([CH2:25][CH3:26])[C:22]([OH:27])=[CH:21][C:20]=2[O:28][CH2:29][CH2:30][CH3:31])[CH2:7][C:8]2[O:13]C(C)(C)O[C:10](=[O:16])[CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH:1]1([C:6]2([CH2:17][CH2:18][C:19]3[CH:24]=[C:23]([CH2:25][CH3:26])[C:22]([OH:27])=[CH:21][C:20]=3[O:28][CH2:29][CH2:30][CH3:31])[O:32][C:10](=[O:16])[CH2:9][C:8](=[O:13])[CH2:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 587640776-[2-Cyclopentyl-4-(5-ethyl-4-hydroxy-2-propoxy-phenyl)-2-hydroxy-butyl]-2,2-dimethyl-[1,3]dioxin-4-one

生成物 1

HCID 587641376-Cyclopentyl-6-[2-(5-ethyl-4-hydroxy-2-propoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione収率 72%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
45 °C

実験手順

6-[2-Cyclopentyl-4-(5-ethyl-4-hydroxy-2-propoxy-phenyl)-2-hydroxy-butyl]-2,2-dimethyl-[1,3]dioxin-4-one (0.8 g, 1.8 mmol,) was dissolved in methanol (15 mL), treated with potassium carbonate (0.74 g, 5.4 mmol) and heated at 45° C. under N2 for 90 mins. The reaction mixture was partitioned between H2O and IPE. The aqueous layer was made acidic with 1N HCl and extracted with EtOAc. The organic layers were washed with brine, dried over Na2SO4 and concentrated to give the product as a yellow foam (0.5 g, 72% yield). 1H NMR (400 MHz, CDCl3): δ 1.02 (t, J=7.3 Hz, 3H), 1.19 (t, J=7.6 Hz, 3H), 1.41-1.87 (br m, 11H), 1.95 (m, 1H), 2.32 (m, 1H), 2.49-2.80 (m, 6H), 3.41 (m, 2H), 3.85 (m, 2H), 4.62 (s, 1H), 6.33 (s, 1H), 6.80 (s, 1H).

後処理

  1. customThe reaction mixture was partitioned between H2O and IPE
  2. extractionextracted with EtOAc
  3. washThe organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-383342abfd6a4a3e9b4193a49cc96642
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07622605B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート