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Hydrochloric Acid → 3-(3-hydroxymethyl-phenyl)-4H-[1,2,4]oxadiazol-5-one

HRID 1161112
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HRID 1161112 반응식
Cl.O1CCCCC1[O:8][CH2:9][C:10]1[CH:11]=[C:12]([C:16]2[NH:20][C:19](=[O:21])[O:18][N:17]=2)[CH:13]=[CH:14][CH:15]=1>O1CCCC1.[Cl-].[Na+].O>[OH:8][CH2:9][C:10]1[CH:11]=[C:12]([C:16]2[NH:20][C:19](=[O:21])[O:18][N:17]=2)[CH:13]=[CH:14][CH:15]=1
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 1363488113-[3-(tetrahydro-pyran-2-yloxymethyl)-phenyl]-4H-[1,2,4]oxadiazol-5-one

생성물 1

HCID 1360829183-(3-hydroxymethyl-phenyl)-4H-[1,2,4]oxadiazol-5-one수율 99%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

Add 10% hydrochloric acid (100 ml) to a solution of 3-[3-(tetrahydro-pyran-2-yloxymethyl)-phenyl]-4H-[1,2,4]oxadiazol-5-one (4.50 g, 16.3 mmol) in tetrahydrofuran (0.1M) and stir. After 18 hours, pour reaction into brine and extract with ethyl acetate. Combine the organic layers, dry with sodium sulfate, filter and concentrate under reduced pressure to yield the title product as a white solid (3.10 g, 99%): 1H NMR (DMSO-d6) δ 4.57 (s, 2H), 7.55 (m, 2H), 7.67 (dt, 1H), 7.81 (m, 1H), 12.95 (bs, 1H).

후처리

  1. additionpour
  2. extractionextract with ethyl acetate
  3. dry with materialdry with sodium sulfate
  4. filtrationfilter
  5. concentrationconcentrate under reduced pressure

출처 및 근거

ORD 기록
ord-970a43ed42224c14a97dfa9effb062df
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07816523B2

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