Potassium Hydroxide → (R)-3-(2-Methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylic acid

HRID 1253653노트

반응식

HRID 1253653 반응식
[OH-].[K+].[CH3:3][C:4]1[CH:25]=[CH:24][CH:23]=[CH:22][C:5]=1[C:6]([NH:8][C@H:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]([O:20]C)=[O:19])[CH:16]=2)[CH2:11][CH2:10]1)=[O:7]>C(O)C.O>[CH3:3][C:4]1[CH:25]=[CH:24][CH:23]=[CH:22][C:5]=1[C:6]([NH:8][C@H:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]([OH:20])=[O:19])[CH:16]=2)[CH2:11][CH2:10]1)=[O:7]

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 59505253(R)-Methyl 3-(2-methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylate

생성물 1

HCID 59505670(R)-3-(2-Methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylic acid수율 88%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

KOH (1 mol/laq) (2 eq.) was added to a suspension of (R)-methyl 3-(2-methylbenzamido)-2,3-dihydro-1H-indene-5-carboxylate (B-09) (0.61 mmol, 1 eq.) in a mixture of ethanol (3.6 ml) and water (0.8 ml). The reaction mixture was stirred at room temperature overnight. Ethanol was removed in vacuo and the aqueous residue was diluted with diethyl ether and dist. water. The phases were separated and the aqueous phase was acidified with 1N HCl to pH 3 and then extracted 4× with ethyl acetate. The combined organics were dried over sodium sulfate and concentrated in vacuo to yield the desired product (E-09). Yield: 88%

후처리

  1. customEthanol was removed in vacuo
  2. additionthe aqueous residue was diluted with diethyl ether and dist
  3. customThe phases were separated
  4. extractionextracted 4× with ethyl acetate
  5. dry with materialThe combined organics were dried over sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-1c2f1c271dcc4bc695537e67ac02132f
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455475B2

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