Ethanol → HCID 178472486、化合物

HRID 2095646ノート

反応式

HRID 2095646 の反応式
[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

参加物

5

反応物 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 178525779HCID 178525779、化合物

生成物 1

HCID 178472486HCID 178472486、化合物

反応条件

温度
70 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-04677719d47247b38005f82f21479c6a
出典データセット
uspto-grants-2013_05
特許番号
US08445510B2

反応ノート

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