2-Methyl-2-butanol → HCID 178463135, 화합물

HRID 129434

반응식

HRID 129434 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:18]([OH:20])=O)[C:5]([CH3:17])=[C:6]2[C:11]=1[S:10](=[O:13])(=[O:12])[CH:9]([CH3:14])[CH2:8][CH:7]2[O:15][CH3:16].[CH2:21]([N:23]1[C:27]([OH:28])=[CH:26][CH:25]=[N:24]1)[CH3:22].C1(N=C=NC2CCCCC2)CCCCC1.C(O)(CC)(C)C.C(=O)([O-])[O-].[K+].[K+]>>[F:1][C:2]1[CH:3]=[C:4]([C:18]([C:26]2[CH:25]=[N:24][N:23]([CH2:21][CH3:22])[C:27]=2[OH:28])=[O:20])[C:5]([CH3:17])=[C:6]2[C:11]=1[S:10](=[O:12])(=[O:13])[CH:9]([CH3:14])[CH2:8][CH:7]2[O:15][CH3:16]

참가 물질

6

반응물 5

HCID 64052-Methyl-2-butanolHCID 10868DicyclohexylcarbodiimideHCID 11430Potassium CarbonateHCID 152785218-Fluoro-4-methoxy-2,5-dimethylthiochroman-6-carboxylic acid-1,1-dioxideHCID 178418331HCID 178418331, 화합물

생성물 1

HCID 178463135HCID 178463135, 화합물수율 76.8%

실험 절차

In a 50-ml flask, 0.70 g (0.0023 mol) of 8-fluoro-4-methoxy-2,5-dimethylthiochroman-6-carboxylic acid-1,1-dioxide, 0.28 g (0.0025 mol) of 1-ethyl-5-hydroxypyrazole and 0.52 g (0. 0025 mol) of DCC (N,N'-dicyclohexylcarbodiimide) were added to 5 ml of tert-amyl alcohol at the same time, and the mixture was stirred at room temperature for 30 minutes. Then, 0.17 g (0.00125 mol) of anhydrous potassium carbonate was added. The reaction mixture was allowed to react at 80° C. for 8 hours, and then the reaction solvent was distilled off under reduced pressure. The remainder was dispersed in a 2% potassium carbonate aqueous solution and ethyl acetate to separate it into two phases. Further, the aqueous phase was acidified with 5% hydrochloric acid, and the precipitated oil was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to give 0.70 g of 8-fluoro-4-methoxy-2,5-dimethyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound 40) shown in Table 5. The yield thereof was 78%.

후처리

  1. customto react at 80° C. for 8 hours
  2. distillationthe reaction solvent was distilled off under reduced pressure
  3. additionThe remainder was dispersed in a 2% potassium carbonate aqueous solution and ethyl acetate
  4. customto separate it into two phases
  5. extractionthe precipitated oil was extracted with ethyl acetate
  6. dry with materialThe extract was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4fcb4cdc1c714c79bbfc206f222e3c19
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05468722

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