Potassium Carbonate → 1-[(4,5-Diphenyloxazol-2-yl)methylamino]-1,2,3,4-tetrahydro-5-methoxynaphthalene

HRID 1741408

反応式

HRID 1741408 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][CH:8]2[NH2:13].[C:14]1([C:20]2[N:21]=[C:22]([CH2:31]Br)[O:23][C:24]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:14]1([C:20]2[N:21]=[C:22]([CH2:31][NH:13][CH:8]3[C:9]4[C:4](=[C:3]([O:2][CH3:1])[CH:12]=[CH:11][CH:10]=4)[CH2:5][CH2:6][CH2:7]3)[O:23][C:24]=2[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 388995-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amineHCID 5685992-Bromomethyl-4,5-diphenyl-oxazole

生成物 1

HCID 183673941-[(4,5-Diphenyloxazol-2-yl)methylamino]-1,2,3,4-tetrahydro-5-methoxynaphthalene収率 76.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 1,2,3,4-tetrahydro-5-methoxy-1-naphthalenamine (0.34 g), (4,5-diphenyloxazol-2-yl)methyl bromide (0.50 g) and potassium carbonate (0.60 g) in DMF (7 ml) was stirred for 5 hours at room temperature. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine. The dried solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel to give 1-[(4,5-diphenyloxazol-2-yl)methylamino]-1,2,3,4-tetrahydro-5-methoxynaphthalene (0.50 g) MS (m/z): 411 (M+ +1) NMR (CDCl3, δ): 1.64-2.12 (4H, m), 2.38-2.92 (2H, m), 3.81 (3H, s), 3.94 (1H, m), 4.07 (2H, s), 6.73 (1H, d, J=7.9 Hz), 7.04 (1H, d, J=7.9 Hz), 7.15 (1H, dd, J=7.9, 7.9 Hz), 7.32-7.42 (6H, m), 7.58-7.69 (4H, m)

後処理

  1. customThe mixture was partitioned between ethyl acetate and water
  2. washThe organic layer was washed with brine
  3. customThe dried solvent was evaporated in vacuo
  4. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-510160001f3d450a9314c90e1b749673
出典データセット
uspto-grants-1999_10
特許番号
US05972965

関連ノート

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