Tris(hydroxymethyl)aminomethane → Tert-butyl 2-methylbutanoate

HRID 2193011

반응식

HRID 2193011 반응식
[CH3:1][CH:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4].[CH3:8][C:9]([CH3:12])([O-])[CH3:10].[K+].C(O)C(N)(CO)CO>C(Cl)Cl>[CH3:1][CH:2]([CH2:6][CH3:7])[C:3]([O:5][C:9]([CH3:12])([CH3:10])[CH3:8])=[O:4]

참가 물질

5

반응물 3

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 83142-Methylbutanoic AcidHCID 23665647Potassium tert-butoxide

생성물 1

HCID 523483Tert-butyl 2-methylbutanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 2-methylbutanoic acid (1.029 Ml, 8.29 mmol) in DCM (10 Ml) was added potassium tert-butoxide (20 wt % in THF) (4.66 Ml, 8.29 mmol) dropwise at 0° C. The resulting suspension was allowed to warm to room temperature, and stirred for 1.5 hr. The reaction mixture was diluted with DCM (10 Ml), MP-®Trisamine Resin (3.86 g, 3.22 mMol/g; Argonaut Technologies, Inc.) was added, and the resulting suspension was stirred at room temperature for 1.5 hours. The resin was removed by vacuum filtration, and the resulting filtrate was washed with 1 N NaOH (1×20 Ml). The organic layer was dried over magnesium sulfate, filtered, and concentrated to afford tert-butyl 2-methylbutanoate. 1H NMR (500 MHz, CDCl3) δ 2.24 (sextet, 1H), 1.61 (m, 1H), 1.44-1.39 (overlapping s, m, 10H), 1.09 (d, 3H), 0.90 (t, 3H).

후처리

  1. additionwas added
  2. stirringthe resulting suspension was stirred at room temperature for 1.5 hours
  3. customThe resin was removed by vacuum filtration
  4. washthe resulting filtrate was washed with 1 N NaOH (1×20 Ml)
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dca8fe0f0dc64c51a32c3697e7d08d51
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329722B2

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