Isobutyric Acid → O-(1-Isobutanoyloxyisobutoxy) S-Methyl Thiocarbonate

HRID 544850노트

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HRID 544850 반응식
[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].C[N+](C)(C)C.C(O)(=O)C(C)C.[C:18](=[O:28])([S:26][CH3:27])[O:19][O:20][CH:21](Cl)[CH:22]([CH3:24])[CH3:23]>CCOC(C)=O>[C:18](=[O:28])([S:26][CH3:27])[O:19][O:20][CH:21]([O:6][C:1](=[O:5])[CH:2]([CH3:4])[CH3:3])[CH:22]([CH3:24])[CH3:23]

참가 물질

5

반응물 3

HCID 6590Isobutyric AcidHCID 21900158Tetramethylammonium IsobutyrateHCID 86598005O-(1-Chloroisobutoxy) S-Methyl Thiocarbonate

생성물 1

HCID 86598004O-(1-Isobutanoyloxyisobutoxy) S-Methyl Thiocarbonate수율 67.7%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

To a 3 L three neck round bottom flask equipped with a mechanical stirrer and Teflon-coated thermocouple was added (13) (1672 g, 9 mol), isobutyric acid (264 g, 1.5 mol), and (12) (1050 g, 5.76 mol). The reaction mixture was heated to 80° C. for 12 h, monitoring the reaction progress by 1H NMR. The reaction mixture was cooled to 20° C., diluted with EtOAc (1 L) and washed with water (2×1 L), saturated NaHCO3 (1×2 L) and water (1 L). The organic phase was separated and concentrated under reduced pressure to afford the title compound (11) (905 g, 3.9 mol, 65% yield) as a colorless liquid. 1H NMR (CDCl3, 400 MHz): δ 1.0 (d, 6H), 1.2 (dd, 6H), 2.05 (m, 1H), 2.35 (s, 3H), 2.6 (m, 1H), 6.7 (d, 1H).

후처리

  1. temperatureThe reaction mixture was cooled to 20° C.
  2. washwashed with water (2×1 L), saturated NaHCO3 (1×2 L) and water (1 L)
  3. customThe organic phase was separated
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-35c6050a478f4bac89273765526fa961
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935686B2

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