Hydrochloric Acid → HCID 68114514、化合物

HRID 979495

反応式

HRID 979495 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 68114514HCID 68114514、化合物収率 75%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-005146a8851e4f4fbb1576e5a874827b
出典データセット
uspto-grants-1987_05
特許番号
US04668682

関連ノート

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