8-Phenoxy-1,4-dioxaspiro[4.5]decane → 4-Phenoxycyclohexanone

HRID 661964

反応式

HRID 661964 の反応式
[O:1]([CH:8]1[CH2:17][CH2:16][C:11]2(OCC[O:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.Cl>[O:1]([CH:8]1[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 189804238-Phenoxy-1,4-dioxaspiro[4.5]decane

生成物 1

HCID 224671324-Phenoxycyclohexanone収率 92.1%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Step 2 A solution of 8-phenoxy-1,4-dioxaspiro[4.5]decane (0.460 g, 1.963 mmol) in THF (5.0 mL) and 3 M hydrochloric acid (5 mL) was stirred at rt for 2 days. The mixture was extracted with EtOAc, and the organic phase was washed with brine, dried and concentrated to provide 4-phenoxycyclohexanone as a colorless oil (0.344 g, 92%). 1H NMR (500 MHz, chloroform-d) δ 7.22-7.27 (2H, m), 6.87-6.94 (3H, m), 4.62-4.66 (1H, m), 2.59-2.68 (2H, m), 2.19-2.30 (4H, m), 1.96-2.04 (2H, m). Mass spectrum m/z 191.1 (M+H)+.

後処理

  1. extractionThe mixture was extracted with EtOAc
  2. washthe organic phase was washed with brine
  3. customdried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-691db10ccff44e4faac7f56075e1df8d
出典データセット
uspto-grants-2011_12
特許番号
US08084620B2

関連ノート

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