Hydrochloric Acid → 3-(2,3-dihydrobenzofur-7-yl)-3-methylbutanoic acid N,O-dimethylhydroxylamide

HRID 916045노트

반응식

HRID 916045 반응식
[O:1]1[C:5]2[C:6]([C:10]([CH3:16])([CH3:15])[CH2:11][C:12]([OH:14])=O)=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1.O=S(Cl)Cl.Cl.[CH3:22][NH:23][O:24][CH3:25].Cl>C(Cl)Cl.N1C=CC=CC=1>[CH3:22][N:23]([O:24][CH3:25])[C:12](=[O:14])[CH2:11][C:10]([C:6]1[C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=[CH:8][CH:7]=1)([CH3:16])[CH3:15]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 589600353-(2,3-Dihydro-1-benzofuran-7-yl)-3-methylbutanoic acid

생성물 1

HCID 589600233-(2,3-dihydrobenzofur-7-yl)-3-methylbutanoic acid N,O-dimethylhydroxylamide수율 99.3%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

3-(2,3-Dihydrobenzofur-7-yl)-3-methylbutanoic acid (800 mg) in CH2Cl2 (10 mL) was treated with SOCl2 (0.315 mL) at 0° C. After 30 minutes, N,O-dimethylhydroxylamine hydrochloride (421 mg) in pyridine (1.5 mL) was added to the green mixture at 0° C. After another 30 minutes, 15 mL of 2 M HCl was added. The organic phase was separated and the aqueous layer was extracted with three 20 mL portions of CH2Cl2. The combined organic phases were dried over magnesium sulfate. The solvent was removed to yield 950 mg (99%) of 3-(2,3-dihydrobenzofur-7-yl)-3-methylbutanoic acid N,O-dimethylhydroxylamide as a yellowish oil.

후처리

  1. waitAfter another 30 minutes
  2. customThe organic phase was separated
  3. extractionthe aqueous layer was extracted with three 20 mL portions of CH2Cl2
  4. dry with materialThe combined organic phases were dried over magnesium sulfate
  5. customThe solvent was removed

출처 및 근거

ORD 기록
ord-cecd314799f345cf80f309d38f2e7735
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268152B2

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