Sodium Hydroxide → Spiro-[2.5]octan-6-one

HRID 1665947ノート

反応式

HRID 1665947 の反応式
[CH2:1]1[C:3]2([CH2:12][CH2:11][C:6]3(OCC[O:7]3)[CH2:5][CH2:4]2)[CH2:2]1.[OH-].[Na+].C([O-])(O)=O.[Na+]>C1COCC1.O.C(O)(C(F)(F)F)=O>[CH2:2]1[C:3]2([CH2:12][CH2:11][C:6](=[O:7])[CH2:5][CH2:4]2)[CH2:1]1

参加物

7

反応物 3

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 573366227,10-Dioxadispiro[2.2.4~6~.2~3~]dodecane

生成物 1

HCID 19371017Spiro-[2.5]octan-6-one収率 138.8%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6422Trifluoroacetic acid溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 7,10-dioxa-dispiro[2.2.4.2]dodecane (6.25 g, approx. 29 mmol) in THF (25 mL), water (20 mL) and TFA (10 mL) is stirred at it for 2 h. The mixture is neutralized by adding 2 N aq. NaOH and sat. NaHCO3 solution and extracted with diethyl ether. The organic extracts are washed with water, dried over Na2SO4, filtered and the solvent of the filtrate is removed to give spiro[2.5]octan-6-one (5.0 g) as a colourless oil containing remainders of toluene (product volatile). 1H NMR (CDCl3): δ 2.14 (t, J=6.4 Hz, 4H), 1.40 (t, J=6.4 Hz, 4H), 0.21 (s, 4H).

後処理

  1. extractionextracted with diethyl ether
  2. washThe organic extracts are washed with water
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent of the filtrate is removed

出典と根拠

ORDレコード
ord-1f5c58949c5a4497b3443cc8f825fcec
出典データセット
uspto-grants-2011_10
特許番号
US08039644B2

反応ノート

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