Acetone → Methyl2-ethyl-2-[(propan-2-ylamino)methyl]butanoate

HRID 2234470노트

반응식

HRID 2234470 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]([CH2:9][NH2:10])([CH2:7][CH3:8])[CH2:5][CH3:6].[CH3:12][C:13]([CH3:15])=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CO>[CH3:1][O:2][C:3](=[O:11])[C:4]([CH2:5][CH3:6])([CH2:9][NH:10][CH:13]([CH3:15])[CH3:12])[CH2:7][CH3:8]

참가 물질

5

반응물 3

HCID 180AcetoneHCID 5049666Sodium triacetoxyborohydrideHCID 62596586Methyl 2-(aminomethyl)-2-ethylbutanoate2회

생성물 1

HCID 86617586Methyl2-ethyl-2-[(propan-2-ylamino)methyl]butanoate수율 53%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl2-(aminomethyl)-2-ethyl-butanoate (Intermediate 201; 8 g, 50 mmol) and acetone (4.35 g, 75 mmol) were added to methanol (230 mL) and stirred for 10 minutes before the rapid addition of sodium triacetoxyborohydride (15.9 g, 75 mmol). The reaction was stirred overnight before being evaporated to dryness. The residue was quenched with saturated K2CO3(aq) (100 mL), extracted with DCM (3×150 mL), dried and solvent evaporated to yield a dark liquids. Purification was achieved via distillation (65 oC @ 0.18 mbar) to yield the title compound as clear oil (5.3 g, 53%)

후처리

  1. custombefore being evaporated to dryness
  2. customThe residue was quenched with saturated K2CO3(aq) (100 mL)
  3. extractionextracted with DCM (3×150 mL)
  4. customdried
  5. customsolvent evaporated
  6. customto yield a dark liquids
  7. customPurification
  8. distillationwas achieved via distillation (65 oC @ 0.18 mbar)

출처 및 근거

ORD 기록
ord-007c6d89587e4a7d88c5ef168e61b81e
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709471B2

반응 노트

불러오는 중…