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8-(2-Chlorophenylmethyl)-1,4-dioxaspiro[4.5]decane → 4-(2-Chlorophenylmethyl)cyclohexanone

HRID 1735294
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인쇄 미리보기

반응식

HRID 1735294 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]1[CH2:18][CH2:17][C:12]2(OCC[O:13]2)[CH2:11][CH2:10]1>O.C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]1[CH2:18][CH2:17][C:12](=[O:13])[CH2:11][CH2:10]1
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참가 물질

4

반응물 1

HCID 197052768-(2-Chlorophenylmethyl)-1,4-dioxaspiro[4.5]decane

생성물 1

HCID 197052324-(2-Chlorophenylmethyl)cyclohexanone수율 77.3%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A mixture of 4.8 grams (0.018 mole) of 8-(2-chlorophenylmethyl)-1,4-dioxaspiro[4.5]decane in 25 mL of water and 100 mL of acetic acid was stirred at ambient temperature for about 18 hours. After this time the reaction mixture was carefully partitioned between diethyl ether and an aqueous solution saturated with sodium bicarbonate. The combined ether extracts were then washed with an aqueous solution saturated with sodium chloride. The organic layer was then dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 3.1 grams of 4-(2-chlorophenylmethyl)cyclohexanone, mp 48° C. The NMR spectrum was consistent with the proposed structure.

후처리

  1. customAfter this time the reaction mixture was carefully partitioned between diethyl ether
  2. washThe combined ether extracts were then washed with an aqueous solution saturated with sodium chloride
  3. dry with materialThe organic layer was then dried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-07b7efdb39f04556ab237e98803646a2
출처 데이터셋
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05536725

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