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Methanol → Benzoic acid, 4-(1-pyrrolidinylcarbonyl)-

HRID 747783
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HRID 747783 반응식
[N:1]1([C:6]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].O.CO>O1CCCC1>[N:1]1([C:6]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5]1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 17178210Methyl 4-(pyrrolidine-1-carbonyl)benzoate

생성물 1

HCID 10932939Benzoic acid, 4-(1-pyrrolidinylcarbonyl)-

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

29.0 g (0.146 mol) of 4-chlorocarbonyl benzoic acid monomethyl ester, 14.2 g (200 mmol) of pyrrolidine and 21.0 g (208 mmol) of triethylamine were reacted in 350 ml of dichloromethane. After the treatment in an ordinary manner, methyl 4-(1-pyrrolidylcarbonyl)benzoate was obtained. 29.0 g of this ester compound was hydrolyzed with 12.0 g of sodium hydroxide in a mixed solvent comprising 70 ml of water, 70 ml of methanol and 70 ml of tetrahydrofuran. After the completion of the reaction, the solvent was distilled off. After the addition of 1 N hydrochloric acid followed by the treatment with dichloromethane as the extractant in an ordinary manner, the title compound was obtained.

후처리

  1. customAfter the completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionAfter the addition of 1 N hydrochloric acid

출처 및 근거

ORD 기록
ord-30e26ff36c744ea9839f604a2acd8947
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07396844B1

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