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Lithium Hydroxide → 3-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid

HRID 1253650
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HRID 1253650 반응식
[Li+].[OH-].C[O:4][C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH2:11][CH:10]2[NH:16][C:17](=[O:25])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24])=[O:6]>CO.O1CCCC1.O.CC(C)=O>[Cl:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:17]([NH:16][CH:10]1[C:9]2[C:13](=[CH:14][CH:15]=[C:7]([C:5]([OH:6])=[O:4])[CH:8]=2)[CH2:12][CH2:11]1)=[O:25]
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참가 물질

7

반응물 2

HCID 3939Lithium HydroxideHCID 595055073-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester

생성물 1

HCID 595052323-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid수율 75%

시약·촉매·용매 4

HCID 180Acetone용매HCID 887Methanol용매2회
HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

LiOH (5 equiv.) was added to a suspension of 3-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester (B-01) (11.75 mmol) in methanol (40 ml), tetrahydrofuran (40 ml) and water (30 ml) and the reaction mixture was stirred at 25° C. overnight. Methanol and THF were distilled off, the aqueous residue was acidified with 1N HCl and the mixture was filtered. The white solid obtained was taken up in a mixture of 350 ml of acetone and 50 ml of methanol and the mixture was stirred for 1 h. After filtration, the white solid was dried in vacuo to obtain 3-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid (E-01). Yield: 75%

후처리

  1. distillationMethanol and THF were distilled off
  2. filtrationthe mixture was filtered
  3. customThe white solid obtained
  4. stirringthe mixture was stirred for 1 h
  5. filtrationAfter filtration
  6. customthe white solid was dried in vacuo

출처 및 근거

ORD 기록
ord-8c5b3badc7684450b6e4f5136b80cfe5
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455475B2

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