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Hydrochloric Acid → 4-(2-Methoxyethoxy)cyclohexanone

HRID 2060008
ノート
印刷プレビュー

反応式

HRID 2060008 の反応式
Cl.[CH3:2][O:3][CH2:4][CH2:5][O:6][CH:7]1[CH2:16][CH2:15][C:10]2(OCC[O:11]2)[CH2:9][CH2:8]1>O1CCCC1>[CH3:2][O:3][CH2:4][CH2:5][O:6][CH:7]1[CH2:16][CH2:15][C:10](=[O:11])[CH2:9][CH2:8]1
参加物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 313Hydrochloric AcidHCID 594440998-(2-Methoxyethoxy)-1,4-dioxa-spiro[4.5]decane

生成物 1

HCID 138222284-(2-Methoxyethoxy)cyclohexanone収率 63%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In a 10 L round-bottomed flask 8-{[2-(methyloxy)ethyl]oxy}-1,4-dioxaspiro[4.5]decane D60 (151 g, 700 mmol) was dissolved in tetrahydrofuran (THF) (3000 mL) to give a colourless solution. 3M hydrochloric acid (2333 mL, 7000 mmol) was added. Reaction was allowed to stir at room temperature overnight. The organic solvent was partially evaporated under vacuum and then the aqueous layer was back extracted with DCM (3×500 mL). The organic phase was dried over Na2SO4, filtered and concentrated to obtain 121 g of crude material as yellow oil. The crude product was purified by Biotage® 75 L SiO2 column eluting with c-hex/EtOAc 8/2 to get title material (76 g; 63%).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. customto give a colourless solution
  2. customReaction
  3. customThe organic solvent was partially evaporated under vacuum
  4. extractionthe aqueous layer was back extracted with DCM (3×500 mL)
  5. dry with materialThe organic phase was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto obtain 121 g of crude material as yellow oil
  9. customThe crude product was purified by Biotage® 75 L SiO2 column
  10. washeluting with c-hex/EtOAc 8/2

出典と根拠

ORDレコード
ord-444ab46f721042a3a4796b0a4ef3e67f
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08278328B2

反応ノート

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