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Hydrochloric Acid → 3-(3-Cyanophenyl)-1,2-oxazole-5-carboxylic acid

HRID 1062655
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HRID 1062655 반응식
C([C:5]1[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]#[N:17])[CH:11]=2)=[N:7][O:8][CH:9]=1)(OC)=O.[OH2:18].[OH-:19].[Li+].Cl.[CH3:22]O>O>[C:16]([C:12]1[CH:11]=[C:10]([C:6]2[CH:5]=[C:9]([C:22]([OH:19])=[O:18])[O:8][N:7]=2)[CH:15]=[CH:14][CH:13]=1)#[N:17]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 22282436HCID 22282436, 화합물

생성물 1

HCID 222824483-(3-Cyanophenyl)-1,2-oxazole-5-carboxylic acid수율 43%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 0.90 g (3.9 mmol) of 4-carbomethoxy-3-(3-cyanophenyl)isoxazole, 0.25 g (6.0 mmol) of lithium hydroxide monohydrate in 1 mL water and 2 mL methanol is stirred under N2 for 5 hours. The reaction mixture was acidified to pH 3 with 1N HCl, extracted with 10 mL EtOAc three times, dried with MgSO4 and concentrated in vacuo to give 0.36 g (43%) of the desired acid. 1H NMR (CDCl3) δ: 8.94 (s, 1H); 8.01 (s, 1H); 7.94 (d, 1H); 7.60 (d, 2H); 7.43 (t, 1H).

후처리

  1. extractionextracted with 10 mL EtOAc three times
  2. dry with materialdried with MgSO4
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-69ee1f2a869f4d2ab3116ef5b28e7fec
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06962935B2

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