1,2-Dichloroethane → 2-(Benzyl-methyl-amino)-N-methoxy-N-methy-acetamide

HRID 480243ノート

反応式

HRID 480243 の反応式
Cl.[CH2:2]([N:9]([CH2:11][C:12]([OH:14])=O)[CH3:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(Cl)CCl.Cl.[CH3:20][NH:21][O:22][CH3:23].CN1CCOCC1>CN(C=O)C>[CH2:2]([N:9]([CH3:10])[CH2:11][C:12]([N:21]([O:22][CH3:23])[CH3:20])=[O:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 457924962-(Benzyl(methyl)amino)acetic acid hydrochloride

生成物 1

HCID 187689882-(Benzyl-methyl-amino)-N-methoxy-N-methy-acetamide収率 101.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(Benzyl-methyl-amino)-acetic acid hydrochloride salt (12 g, 56 mmol, 1.0 equiv) was mixed in DMF (200 mL) along with EDC (10.6 g, 56 mmol, 1.0 equiv) for 15 min. N,O-Dimethylhydroxylamine hydrochloride (6.52 g, 67 mmol, 1.2 equiv) was added to the reaction followed by N-methylmorpholine (34 mL, 334 mmol, 6.0 equiv). The reaction was stirred for 16 h. The DMF was removed in vacuo and the residue was redissolved in 200 mL of EtOAc. The solution was washed once with 200 mL brine. The organic layer was dried over Na2SO4, decanted and concentrated to yield the desired product as a free-flowing oil (12.6 g, 80%) that was used in the next step without further purification; MS, m/z 223=M+1.

後処理

  1. customThe DMF was removed in vacuo
  2. dissolutionthe residue was redissolved in 200 mL of EtOAc
  3. washThe solution was washed once with 200 mL brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customdecanted
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-8410779ee1ba479086877a6f0b6e9fb8
出典データセット
uspto-grants-2003_11
特許番号
US06649642B2

反応ノート

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