Ammonium Acetate → Ethyl (5R)-2-amino-5-methyl-1-cyclopentene-1-carboxylate

HRID 335134노트

반응식

HRID 335134 반응식
[CH3:1][CH:2]1[CH2:6][CH2:5][C:4](=O)[C@@H:3]1[C:8]([O:10][CH2:11][CH3:12])=[O:9].C([O-])(=O)C.[NH4+:17]>CO>[NH2:17][C:4]1[CH2:5][CH2:6][C@@H:2]([CH3:1])[C:3]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

참가 물질

4

반응물 2

HCID 517165Ammonium AcetateHCID 86618740(R)-ethyl 2-methyl-5-oxocyclopentanecarboxylate

생성물 1

HCID 59671147Ethyl (5R)-2-amino-5-methyl-1-cyclopentene-1-carboxylate수율 97%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (R)-ethyl 2-methyl-5-oxocyclopentanecarboxylate (106 g, 622 mmol) in 1.2 L MeOH was added ammonium acetate (240 g, 3.1 mol). The reaction was stirred for 20 hours and concentrated to remove MeOH. The resulting residue was dissolved in CH2Cl2, washed with H2O, brine, dried (Na2SO4), filtered and concentrated to give the title compound (102 g, 97% yield) as an orange oil.

후처리

  1. concentrationconcentrated
  2. customto remove MeOH
  3. dissolutionThe resulting residue was dissolved in CH2Cl2
  4. washwashed with H2O, brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-122c841efaae456684147e46f8cacd1d
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883828B2

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