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

HRID 335134ノート

反応式

HRID 335134 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-122c841efaae456684147e46f8cacd1d
出典データセット
uspto-grants-2014_11
特許番号
US08883828B2

反応ノート

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