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

HRID 2234470ノート

反応式

HRID 2234470 の反応式
[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]

参加物

5

反応物 3

HCID 180AcetoneHCID 5049666Sodium triacetoxyborohydrideHCID 62596586Methyl 2-(aminomethyl)-2-ethylbutanoate2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%)

後処理

  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)

出典と根拠

ORDレコード
ord-007c6d89587e4a7d88c5ef168e61b81e
出典データセット
uspto-grants-2010_05
特許番号
US07709471B2

反応ノート

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