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Sodium Hydroxide → 2-Chloro-3-(5-benzylisoxazolin-3-yl)4-methylsulfonylbenzoic acid

HRID 322059
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HRID 322059 반응식
[Cl:1][C:2]1[C:11]([C:12]2[CH2:16][CH:15]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:14][N:13]=2)=[C:10]([S:24]([CH3:27])(=[O:26])=[O:25])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>CO.O>[Cl:1][C:2]1[C:11]([C:12]2[CH2:16][CH:15]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:14][N:13]=2)=[C:10]([S:24]([CH3:27])(=[O:25])=[O:26])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 22009884Methyl 2-chloro-3-(5-benzylisoxazolin-3-yl)-4-methylsulfonylbenzoate

생성물 1

HCID 220098852-Chloro-3-(5-benzylisoxazolin-3-yl)4-methylsulfonylbenzoic acid수율 87%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

1.02 g (2.5 mmol) of methyl 2-chloro-3-(5-benzylisoxazolin-3-yl)-4-methylsulfonylbenzoate are dissolved in 20 ml of methanol and combined with 0.15 g (3.7 mmol) of sodium hydroxide—dissolved in 10 ml of water—at room temperature. After 16 hours, the methanol is removed by distillation, the residue is diluted with water and, after acidifying to pH 2, the mixture is extracted with dichloromethane. After concentrating in a rotary evaporator, 0.85 g (87% of theory) of 2-chloro-3-(5-benzylisoxazolin-3-yl)4-methylsulfonylbenzoic acid is obtained as a yellowish resin.

후처리

  1. customthe methanol is removed by distillation
  2. additionthe residue is diluted with water
  3. extractionthe mixture is extracted with dichloromethane
  4. concentrationAfter concentrating in a rotary evaporator

출처 및 근거

ORD 기록
ord-f376a8b889264354adea60e188e94d66
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06211216B1

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