Acetyl chloride → HCID 10609791, 화합물

HRID 553414노트

반응식

HRID 553414 반응식
[C:1]1([C@H:7]2[CH2:11][O:10][C:9](=[O:12])[N:8]2[CH2:13][C:14]([OH:16])=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17](Cl)(=O)C>CO>[C:1]1([C@H:7]2[CH2:11][O:10][C:9](=[O:12])[N:8]2[CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 853681(S)-(+)-2-Oxo-4-phenyl-3-oxazolidineacetic acid

생성물 1

HCID 10609791HCID 10609791, 화합물수율 94%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of (4(S)-phenyloxazolidin-2-on-3-yl)acetic acid (1 g, 4.52 mmol) (Evans in U.S. Pat. No. 4,665,171) in 20 mL of anhydrous methanol was treated hourly with 5 equivalents of acetyl chloride, for a total of 20 equivalents. The resulting solution was stirred overnight. The residue obtained after evaporation of the MeOH was redissolved in 30 mL of CH2Cl2 and treated with 50 mL of saturated aqueous Na2CO3. The organic layer was evaporated and dried (MgSO4) to yield the title compound as a colorless oil (1.001 g, 94%); 1H NMR (CDCl3) δ 3.37 (d, J=18.0 Hz, 1H), 3.69 (s, 3H), 4.13 (t, J=8.3 Hz, 1H), 4.28 (d, J=18.0 Hz, 1H), 4.69 (t, J=8.8 Hz, 1H), 5.04 (t, J=8.4 Hz, 1H), 7.26-7.29 (m, 2H), 7.36-7.42 (an, 3H).

후처리

  1. customThe residue obtained
  2. customafter evaporation of the MeOH
  3. dissolutionwas redissolved in 30 mL of CH2Cl2
  4. additiontreated with 50 mL of saturated aqueous Na2CO3
  5. customThe organic layer was evaporated
  6. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-86f30b28e4944a44ab918f1d05f2d029
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048874B2

반응 노트

불러오는 중…