Acetic Anhydride → 2-Acetamido-3-methoxypropanoic acid

HRID 2280358노트

반응식

HRID 2280358 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 189180482-Acetamido-3-methoxypropanoic acid수율 90%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ce3deb91c6e44d679e0608cff648fd9e
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139513B2

반응 노트

불러오는 중…