Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 53893355, 화합물

HRID 379671노트

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HRID 379671 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[C:10]([OH:26])([C@H:17]([O:19]C1CCCCO1)[CH3:18])[CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[C@:10]([OH:26])([C@H:17]([OH:19])[CH3:18])[CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1

참가 물질

4

반응물 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 9799558HCID 9799558, 화합물

생성물 1

HCID 53893355HCID 53893355, 화합물수율 63.1%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
55 °C

실험 절차

A mixture of (3R)-2-(2,4,5-trifluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (740 mg) and pyridinium p-toluene sulfonate (PPTS) 200 mg in ethanol (15 ml) was heated at 55° C. for 7 h. The reaction mixture was partitioned between ethyl acetate and water. The water layer was extracted with ethyl acetate. The combined organic extracts were dried over anhydrous magnesium sulfate, and concentrated to dryness in vacuo. Purification of the residue by silica gel chromatography (using dichloromethane:methanol=20:1 as an eluent) gave (2R,3R)-2-(2,4,5-trifluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol (361 mg, 63%) as white amorphous.

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. extractionThe water layer was extracted with ethyl acetate
  3. dry with materialThe combined organic extracts were dried over anhydrous magnesium sulfate
  4. concentrationconcentrated to dryness in vacuo
  5. customPurification of the residue by silica gel chromatography (

출처 및 근거

ORD 기록
ord-b1a9bbe5e34e4bfb9603a3f1c91e60cd
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06300353B1

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