Potassium Carbonate → (E)-allyl-[4-[4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazin-7-yloxy]-but-2-enyl]-methyl-amine

HRID 342222ノート

反応式

HRID 342222 の反応式
Br[CH2:2][CH:3]=[CH:4][CH2:5][O:6][C:7]1[CH:23]=[CH:22][C:10]2[C:11]([C:15]3[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=3)=[N:12][O:13][CH2:14][C:9]=2[CH:8]=1.[CH2:24]([NH:27][CH3:28])[CH:25]=[CH2:26].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:24]([N:27]([CH2:2]/[CH:3]=[CH:4]/[CH2:5][O:6][C:7]1[CH:23]=[CH:22][C:10]2[C:11]([C:15]3[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=3)=[N:12][O:13][CH2:14][C:9]=2[CH:8]=1)[CH3:28])[CH:25]=[CH2:26]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 69391N-MethylallylamineHCID 676841597-(4-bromo-but-2-enyloxy)-4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazine

生成物 1

HCID 67684437(E)-allyl-[4-[4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazin-7-yloxy]-but-2-enyl]-methyl-amine

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1.35 g of 7-(4-bromo-but-2-enyloxy)-4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazine are dissolved in 50 ml of acetone and treated with 3.83 ml of N-allyl-methyl-amine and 1.28 g of potassium carbonate. The mixture is stirred and subsequently filtered. After concentration the filtrate is chromatographed over silica gel with toluene/acetone/triethylamine (92:7:1). There are obtained 1.09 g of (E)-allyl-[4-[4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazin-7-yloxy]-but-2-enyl]-methyl-amine which is converted into the fumarate, MS: m/e 427 (M+H+, 1 Br).

後処理

  1. filtrationsubsequently filtered
  2. concentrationAfter concentration the filtrate
  3. customis chromatographed over silica gel with toluene/acetone/triethylamine (92:7:1)

出典と根拠

ORDレコード
ord-4a2b3eea236f4807a6b6f8951e092b31
出典データセット
uspto-grants-1999_01
特許番号
US05856503

反応ノート

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