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Chemical Structure| 22090-27-3 Chemical Structure| 22090-27-3
Chemical Structure| 22090-27-3

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Product Details of 4-(1-Pyrrolidinyl)benzoic acid

CAS No. :22090-27-3
Formula : C11H13NO2
M.W : 191.23
SMILES Code : OC(=O)C1=CC=C(C=C1)N1CCCC1
MDL No. :MFCD01631241
InChI Key :KPCBFFYRSJPCJH-UHFFFAOYSA-N
Pubchem ID :2795515

Safety of 4-(1-Pyrrolidinyl)benzoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-(1-Pyrrolidinyl)benzoic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 22090-27-3 ]

[ 22090-27-3 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 22090-26-2 ]
  • [ 124-38-9 ]
  • [ 22090-27-3 ]
YieldReaction ConditionsOperation in experiment
90%
Stage #1: With n-butyllithium In tetrahydrofuran at -70℃; for 0.333333 h; Inert atmosphere
Stage #2: at -70℃; for 2 h;
Reaction flask was added 0.1mol compound 1-a (reactants), 120ml of tetrahydrofuran (solvent), the sealing installation stirring, nitrogen replacement air, cooled to -70 deg.] C, at a concentration of 0.1mol dropwise 2.5M butyllithium ( reactant) added after 20 minutes, dry carbon dioxide gas is passed through (reactant) to saturation, the reaction at this temperature for 2 hours, the reaction solution was poured into 20ml of concentrated hydrochloric acid has (PH value adjustment) and water 100ml beaker hydrolysis, separated, and extracted with 50ml of ethyl acetate (solvent) aqueous phase was extracted once, and the combined organic phase was washed with brine until neutral, dried over anhydrous sodium sulfate (desiccant) sulfate, and the solvent was concentrated divisible, to give a pale yellow solid of toluene and twice with ethyl acetate twice (solvent) and recrystallized again to give white crystals 3-b, 90percent yield, HPLC purity was 98.0percent.
References: [1] Patent: CN105669595, 2016, A, . Location in patent: Paragraph 0121; 0122; 0123.
  • 2
  • [ 51980-54-2 ]
  • [ 22090-27-3 ]
YieldReaction ConditionsOperation in experiment
73% With potassium hydroxide; sodium hydroxide In neat (no solvent)Heating General procedure: Potassium hydroxide (3.6 g, 64 mmol) and sodium hydroxide (2.4 g, 60 mmol) weremixed and quickly crushed in a porcelain dish. Then the corresponding aldehyde(15 mmol) was added and the mixture was heated on a hot-plate under stirring until thealdehyde melted and additionally 5 minutes. When liquid aldehydes were used, heatingwas continued until temperature reached 140C. After cooling, the crude solid productmixture was added to water (100 mL) and ice (30 g) and acidified with hydrochloric acidto pH 4. The precipitate was collected, dried and recrystallized from ethanol.
References: [1] Organic Preparations and Procedures International, 2017, vol. 49, # 1, p. 45 - 52.
  • 3
  • [ 150-13-0 ]
  • [ 22090-27-3 ]
References: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 19, p. 8524 - 8537,14.
  • 4
  • [ 619-45-4 ]
  • [ 22090-27-3 ]
References: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 19, p. 8524 - 8537,14.
  • 5
  • [ 129414-26-2 ]
  • [ 22090-27-3 ]
References: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 19, p. 8524 - 8537,14.
  • 6
  • [ 4096-21-3 ]
  • [ 22090-27-3 ]
References: [1] Justus Liebigs Annalen der Chemie, 1955, vol. 596, p. 1,146.
[2] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1951, p. 166,167, 170[3] Chem.Abstr., 1951, p. 10236.
  • 7
  • [ 22090-26-2 ]
  • [ 22090-27-3 ]
References: [1] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1951, p. 166,167, 170[2] Chem.Abstr., 1951, p. 10236.
  • 8
  • [ 679809-11-1 ]
  • [ 22090-27-3 ]
References: [1] Justus Liebigs Annalen der Chemie, 1955, vol. 596, p. 1,146.
 

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