Sodium Hydroxide → 4-[(4-Chlorophenyl)thio]-3-nitrobenzoic acid

HRID 1817171노트

반응식

HRID 1817171 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][C:10]=2[N+:20]([O-:22])=[O:21])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C.C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=2[N+:20]([O-:22])=[O:21])=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 67213328HCID 67213328, 화합물

생성물 1

HCID 7061974-[(4-Chlorophenyl)thio]-3-nitrobenzoic acid수율 100.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

The above-mentioned ethyl 4-(4-chlorophenylthio)-3-nitrobenzoate (760 mg, 2.25 mmol) was dissolved in a mixture of ethanol (5 mL) and THF (10 mL). After addition of 2M aqueous sodium hydroxide (2.25 mL, 4.50 mmol), the mixture was stirred at room temperature for 4 hours and placed under reduced pressure to distill the solvent off. To the residue were added water (20 mL) and 2M aqueous hydrochloric acid until the mixture reached pH 2. The precipitated crystalline product was collected by filtration, washed successively with water (5 mL×3), a mixture (5 mL) of ethanol and water (1/4) and hexane (5 mL×2), and dried at 40° C. under reduced pressure, to obtain 703 mg (yield 100%) of the titled compound as a yellow crystalline product.

후처리

  1. distillationto distill the solvent off
  2. additionTo the residue were added water (20 mL) and 2M aqueous hydrochloric acid until the mixture
  3. filtrationThe precipitated crystalline product was collected by filtration
  4. washwashed successively with water (5 mL×3)
  5. dry with materiala mixture (5 mL) of ethanol and water (1/4) and hexane (5 mL×2), and dried at 40° C. under reduced pressure

출처 및 근거

ORD 기록
ord-9b4f5c7d6f6a41b4b79b3dfaf3d5720d
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598254B2

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