Potassium Carbonate → Methyl (4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazin-8-yloxy)acetate

HRID 2186746ノート

反応式

HRID 2186746 の反応式
[C:1]1([CH:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[O:8][CH2:9][CH2:10][N:11]2[C:16]3[CH:17]=[CH:18][CH:19]=[C:20]([OH:21])[C:15]=3[O:14][CH2:13][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:35][C:36]([O:38][CH3:39])=[O:37].[Cl-].[NH4+]>CN(C=O)C>[C:22]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[O:8][CH2:9][CH2:10][N:11]2[C:16]3[CH:17]=[CH:18][CH:19]=[C:20]([O:21][CH2:35][C:36]([O:38][CH3:39])=[O:37])[C:15]=3[O:14][CH2:13][CH2:12]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 60984Methyl bromoacetateHCID 213498804-(2-(diphenylmethoxy)ethyl)-8-hydroxy-3,4-dihydro-2H-1,4-benzoxazine

生成物 1

HCID 21349893Methyl (4-(2-(diphenylmethoxy)ethyl)-3,4-dihydro-2H-1,4-benzoxazin-8-yloxy)acetate収率 97%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-(2-(diphenylmethoxy)-ethyl)-8-hydroxy-3,4-dihydro-2H-1,4-benzoxazine (161 mg) was dissolved in anhydrous DMF (4 ml), and anhydrous potassium carbonate (54 mg) and methyl bromoacetate (0.04 ml) were added to the resultant solution, and the mixture was stirred at room temperature overnight. The reaction solution was poured into a saturated ammonium chloride aqueous solution, and then extracted with ethyl acetate containing 15% n-hexane. The resultant organic layer was washed with water and saturated brine, dried over sodium sulfate, and concentrated. The resultant residue was purified by medium-pressure column chromatography (solvent:ethyl acetate:cyclohexane=1/3) to obtain the colorless oily object compound (118 mg, yield 97%).

後処理

  1. extractionextracted with ethyl acetate containing 15% n-hexane
  2. washThe resultant organic layer was washed with water and saturated brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. customThe resultant residue was purified by medium-pressure column chromatography (solvent:ethyl acetate:cyclohexane=1/3)

出典と根拠

ORDレコード
ord-8be4682920664676a90922828387c781
出典データセット
uspto-grants-2002_06
特許番号
US06407096B1

反応ノート

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