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

HRID 1665947노트

반응식

HRID 1665947 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

HCID 19371017Spiro-[2.5]octan-6-one수율 138.8%

시약·촉매·용매 3

HCID 962Water용매HCID 6422Trifluoroacetic acid용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1f5c58949c5a4497b3443cc8f825fcec
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039644B2

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