Methanol → 3-(2-Methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetic Acid

HRID 727555노트

반응식

HRID 727555 반응식
[OH-].[Na+].[CH3:3][CH:4]([CH3:27])[CH2:5][C:6]1([CH2:21][C:22]([O:24]CC)=[O:23])[CH2:10][C:9](=[O:11])[N:8]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:7]1=[O:20].CO>O>[CH3:3][CH:4]([CH3:27])[CH2:5][C:6]1([CH2:21][C:22]([OH:24])=[O:23])[CH2:10][C:9](=[O:11])[N:8]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:7]1=[O:20]

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 53853383Ethyl 3-(2-Methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetate

생성물 1

HCID 197055493-(2-Methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetic Acid수율 89%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Sodium hydroxide (283 mg, 7.08 mmol) is added to a mixture of ethyl 3-(2-methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetate (611 mg, 1.77 mmol), methanol (10 mL), and water (5 mL), and the mixture is allowed to stir overnight at room temperature. The mixture is partitioned with 10 ml of water and 10 mL of Et2O. The layers are separated and the pH of the aqueous layer was adjusted to pH 2 (pH meter) with 1.2N HCl. The aqueous layer is extracted with EtOAc (2×10 mL) and CH2 Cl2 (2×10 mL), and the combined organic layers are dried (MgSO4), filtered and concentrated to give 500 mg (89%) of the title compound as a white foam which is carried on crude.

후처리

  1. customThe mixture is partitioned with 10 ml of water and 10 mL of Et2O
  2. customThe layers are separated
  3. extractionThe aqueous layer is extracted with EtOAc (2×10 mL) and CH2 Cl2 (2×10 mL)
  4. dry with materialthe combined organic layers are dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-85c89d5d9a4b4d1e9d90d4f451706a2f
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712300

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