Hydrochloric Acid → HCID 68114514, 화합물

HRID 979495

반응식

HRID 979495 반응식
[CH:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([NH2:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])([CH3:3])[CH3:2].[C:15](=O)([O-])[O-:16].[K+].[K+].CO[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][C:24]=1[CH2:31][C:32](Cl)=[O:33].Cl>O.CC(C)=O>[CH3:15][O:16][CH:31]([C:24]1[CH:25]=[C:26]([O:29][CH3:30])[CH:27]=[CH:28][CH:23]=1)[C:32]([NH:14][C:8]1[CH:7]=[CH:6][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[CH:13][C:9]=1[C:10]([OH:12])=[O:11])=[O:33]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 596088(2,5-Dimethoxyphenyl)acetyl chlorideHCID 127191892-amino-5-(propan-2-yloxy)benzoic acid

생성물 1

HCID 68114514HCID 68114514, 화합물수율 75%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

To a suspension of 9.8 g (50 mmol) of 5-isopropoxy-2-aminobenzoic acid and 11.0 g (80 mmol) of potassium carbonate in a mixed solvent of acetone (40 ml) and water (40 ml), 10.5 g (50 mmol) of 2,5-dimethoxyphenylacetic acid chloride were added dropwise at 10° C. After the resulting reaction mixture was stirred under ice cooling for 1 hour, stirring was continued for further 2 hours at room temperature. The thus obtained solution was made acidic with conc. hydrochloric acid and extracted with dichloromethane. After the extract was dried over magnesium sulfate, the solvent was distilled off to obtain 14.0 g (75%) of 2-(2,5-dimethoxyphenylacetylamino)-5-isopropoxybenzoic acid (m.p. 132°-135° C.). Then the thus obtained acid was heated under reflux for 2 hours in acetic anhydride (100 ml), followed by concentration under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: dichloromethane) to obtain 6.8 g of 2 -(2,5-dimethoxyphenylmethyl)-6-isopropoxy-4H-3,1-benzoxazine-4-one (yield from 5-isopropoxy-2-aminobenzoic acid: 36%)

후처리

  1. additionwere added dropwise at 10° C
  2. customAfter the resulting reaction mixture
  3. stirringstirring
  4. waitwas continued for further 2 hours at room temperature
  5. extractionextracted with dichloromethane
  6. dry with materialAfter the extract was dried over magnesium sulfate
  7. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-005146a8851e4f4fbb1576e5a874827b
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04668682

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