Acetyl chloride → HCID 10609791、化合物

HRID 1968414ノート

反応式

HRID 1968414 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 10609791HCID 10609791、化合物収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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 (m, 3H).

後処理

  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)

出典と根拠

ORDレコード
ord-aba8c0f4aec44cbf958a02bd636721d9
出典データセット
uspto-grants-2013_04
特許番号
US08426400B2

反応ノート

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