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Sodium Hydroxide → 3-Cyclododecylpropanoic acid

HRID 129528
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HRID 129528 반응식
[CH:1]1([CH2:13][CH2:14][C:15]([O:17]C)=[O:16])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[CH:1]1([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 152958663-Cyclododecylpropanoic acid, methyl ester

생성물 1

HCID 27291133-Cyclododecylpropanoic acid수율 25.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
55 °C

실험 절차

To a solution of 7.6 g (30 mmol) of methyl 3-cyclododecylpropanoate in 100 ml of methanol is added 2.4 g of sodium hydroxide. The mixture is heated to 55° C. and is maintained for 4 hours. The reaction mixture is diluted with water and is extracted with hexane. The aqueous phase is acidified with 1N hydrochloric acid and is extracted (2 times) with ethyl ether. The combined ethereal extracts are washed with 1N hydrochloric acid and are dried over magnesium sulfate. Filtration and evaporation gives 7.48 g of crude title compound. Recrystallization of a portion of the product from hexane gives 1.81 g of the title compound: m.p. 72°-74° C.; IR (KBr) 1715 cm-1 ; NMR (CDCl3) δ 1.34 (m, 23 H), 1.57 (q, 2 H, J=8 Hz), 2.36 (t, 2 H, J=8 Hz).

후처리

  1. temperatureis maintained for 4 hours
  2. extractionis extracted with hexane
  3. extractionis extracted (2 times) with ethyl ether
  4. washThe combined ethereal extracts are washed with 1N hydrochloric acid
  5. dry with materialare dried over magnesium sulfate
  6. filtrationFiltration and evaporation
  7. customgives 7.48 g of crude title compound
  8. customRecrystallization of a portion of the product from hexane

출처 및 근거

ORD 기록
ord-d66753498b0240478bb4a90008b79166
출처 데이터셋
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05468774

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