Ethanol → HCID 178472486, 화합물

HRID 2095646노트

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HRID 2095646 반응식
[OH:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.[CH3:11][CH2:12]O.S(=O)(=O)(O)O.C([O-])([O-])=O.[Na+].[Na+]>>[OH:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1

참가 물질

5

반응물 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 178525779HCID 178525779, 화합물

생성물 1

HCID 178472486HCID 178472486, 화합물

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온도
70 °C

실험 절차

To a solution of cis-4-hydroxycyclohexanecarboxylic acid (4.00 g, 27.7 mmol) in EtOH (20 mL, 300 mmol) was added sulfuric acid (0.1 mL, 2 mmol), and the solution was heated to 70° C. for 2 h. After cooling to rt, Na2CO3 solution was added slowly to bring to pH=8. The organic solvent was removed in vacuo, and the material was extracted with EtOAc and washed with water. The organic layer was concentrated in vacuo to afford the title compound as a clear oil. 1H NMR (400 MHz, DMSO-d6): δ=1.17 (t, J=7.1 Hz, 3H), 1.42-1.56 (m, 6H), 1.73-1.86 (m, 2H), 2.26-2.39 (m, 1H), 3.60-3.71 (m, 1H), 4.04 (q, J=7.1 Hz, 2H), 4.38 (d, J=3.5 Hz, 1H).

후처리

  1. temperatureAfter cooling to rt
  2. customThe organic solvent was removed in vacuo
  3. extractionthe material was extracted with EtOAc
  4. washwashed with water
  5. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-04677719d47247b38005f82f21479c6a
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445510B2

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