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Lithium Hydroxide → HCID 67454912, 화합물

HRID 1804496
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HRID 1804496 반응식
[CH3:1][NH:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:7][O:8][C:9]=1[C:10]([O:12]C)=[O:11])=[O:4].[Li+].[OH-]>CO.O>[CH3:1][NH:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:7][O:8][C:9]=1[C:10]([OH:12])=[O:11])=[O:4]
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참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 58537173HCID 58537173, 화합물

생성물 1

HCID 67454912HCID 67454912, 화합물수율 100%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a suspension of methyl 4-(methylcarbamoyl)-3-phenylisoxazole-5-carboxylate (35 mg, 0.134 mmol) in MeOH (0.8 mL) and water (0.2 mL) was added LiOH, Hydrate (6.77 mg, 0.161 mmol) and the mixture was allowed to stir at rt for 1 hr. during which time the reaction became homogeneous. The volatiles were removed in vacuo and the residue was partitioned between DCM (20 mL) and saturated potassium bisulfate solution (10 mL). The aqueous layer was extracted with DCM (10 mL) and the combined organic layers were dried (MgSO4) and concentrated to afford 4-(methylcarbamoyl)-3-phenylisoxazole-5-carboxylic acid (33 mg, 0.134 mmol, 100% yield) as a slightly off-white foam. HPLC retention time=0.88 minutes (YMC Combi 4.6×30 mm S-5 ODS column) eluting with 10-90% aqueous methanol+0.1 TFA a 2 minute gradient. MS: (M+H)=247.13.

후처리

  1. customThe volatiles were removed in vacuo
  2. customthe residue was partitioned between DCM (20 mL) and saturated potassium bisulfate solution (10 mL)
  3. extractionThe aqueous layer was extracted with DCM (10 mL)
  4. dry with materialthe combined organic layers were dried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5060d58c781f490c88edd559b4ea30a6
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354398B2

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