Acetic Acid → (+-)(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetate

HRID 1165655ノート

反応式

HRID 1165655 の反応式
[CH3:1][C@:2]([N+:8]([O-])=O)([C@H:5]([OH:7])[CH3:6])[CH2:3][OH:4].[C:11]([OH:14])(=[O:13])[CH3:12]>CCO.[Pd]>[C:11]([OH:14])(=[O:13])[CH3:12].[NH2:8][C@@:2]([CH3:1])([C@H:5]([OH:7])[CH3:6])[CH2:3][OH:4]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 13375425(+-)(2R*,3R*)-2-Methyl-2-nitro-1,3-butanediol

生成物 1

HCID 86741969(+-)(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of (±)-(2R*,3R*)-2-methyl-2-nitro-1,3-butanediol (32B, 13.93 g, 0.093 mol) in 95% EtOH (120 mL) was added glacial acetic acid (17 mL) and 10% Pd/C (MCB, 1.0 g). The mixture was reduced in a Parr apparatus at 50 psi of H2 for 48 h. The catalyst was then removed by filtration on a Celite® pad and the solvent removed to give the crude amine salt. Three portions of PhCH3 (50 mL) were added to the flask and removed by rotary evaporation to remove final traces of H2O and acetic acid. The residue, a viscous oil gradually solidified under high vacuum. The solie was triturated with Et2O, filtered and the resulting solid further washed with Et2O to give after drying, 16.23 g (97%) of (±)-(2R*,3R*)-2-amino-2-methyl-1,3-butanediol acetate, mp 117°-121°, (C,H,N).

後処理

  1. customThe catalyst was then removed by filtration on a Celite® pad
  2. customthe solvent removed

出典と根拠

ORDレコード
ord-4295bad2369d4da2a1ecf2e24495406a
出典データセット
uspto-grants-1990_03
特許番号
US04910218

反応ノート

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