Methanol → Methyl phenylglycinate, L-

HRID 525353

反応式

HRID 525353 の反応式
S(=O)(=O)(O)O.[NH2:6][C@@H:7]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:8]([OH:10])=[O:9].[CH3:17]O>>[NH2:6][C@@H:7]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:8]([O:10][CH3:17])=[O:9]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 99291L-Phenylglycine

生成物 1

HCID 1201451Methyl phenylglycinate, L-収率 74%

反応条件

温度
65 °C

実験手順

A catalytic amount of concentrated sulfuric acid (0.1 mL) was added to a 50 mL round bottom flask containing a solution of (S)-2-amino-2-phenylacetic acid (commercially available from Sigma-Aldrich, Milwaukee, Wis.) (1.0 g, 6.6 mmol) in MeOH (10 mL). The resulting mixture was heated at 65° C. for 6 hours. The solvent was removed under reduced pressure, and the mixture was quenched with aqueous NaHCO3 and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered, and concentrated to afford (S)-methyl 2-amino-2-phenylacetate (0.8 g, 74.0%) as a white solid. 1H NMR (300 MHz, CDCl3) δ: 7.37-7.32 (m, 5H), 4.62 (s, 1H), 3.70 (s, 3H).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe mixture was quenched with aqueous NaHCO3
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e1bad738b63341ebac6fef4a45569663
出典データセット
uspto-grants-2016_05
特許番号
US09340549B2

関連ノート

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