Acetic Anhydride → 2-Acetamido-3-methoxypropanoic acid

HRID 2280358ノート

反応式

HRID 2280358 の反応式
[CH3:1][O:2][CH2:3][CH:4]([C:6]([OH:8])=[O:7])[NH2:5].[O:9]1CC[CH2:11][CH2:10]1.C(OC(=O)C)(=O)C>O>[C:10]([NH:5][CH:4]([C:6]([OH:8])=[O:7])[CH2:3][O:2][CH3:1])(=[O:9])[CH3:11]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 97963DL-O-Methylserine

生成物 1

HCID 189180482-Acetamido-3-methoxypropanoic acid収率 90%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Into a vessel, equipped with a mechanical stirrer, was added O-methyl-D,L-serine (1.0 eq.) at 20° C. Tetrahydrofuran (6 volumes) and water (0.65 volume) were added. Acetic anhydride (1.2 eq.) was added dropwise over 5 minutes. The white suspension was stirred mechanically until complete conversion was observed by HPLC monitoring (approximately 16 h), by which time the reaction mixture had become homogeneous. The tetrahydrofuran and water were removed azeotropically. Toluene was added in order to effect complete removal of water and acetic acid (KF and GC control). The wet solid was dried at 40° C. under vacuum overnight. The title compound (90% yield) was obtained as a white solid with a chemical purity of >98% as measured by HPLC.

後処理

  1. customInto a vessel, equipped with a mechanical stirrer
  2. customwas observed by HPLC monitoring (approximately 16 h), by which time
  3. customThe tetrahydrofuran and water were removed azeotropically
  4. additionToluene was added in order
  5. customremoval of water and acetic acid (KF and GC control)
  6. customThe wet solid was dried at 40° C. under vacuum overnight

出典と根拠

ORDレコード
ord-ce3deb91c6e44d679e0608cff648fd9e
出典データセット
uspto-grants-2015_09
特許番号
US09139513B2

反応ノート

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