Potassium Carbonate → 1-Benzyloxy-4-(2-methoxyethoxy)benzene

HRID 580973ノート

反応式

HRID 580973 の反応式
Br[CH2:2][CH2:3][O:4][CH3:5].C1(C(C2[C:19]([CH2:20][O:21][CH2:22][C:23]3[C:28](C4C(=CC=C(O)C=4)O)=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:18][CH:17]=[CH:16][CH:15]=2)=CC(=CC=1)O)O.C(=O)([O-])[O-:38].[K+].[K+]>CN(C)C=O>[CH2:22]([O:21][C:20]1[CH:15]=[CH:16][C:17]([O:38][CH2:2][CH2:3][O:4][CH3:5])=[CH:18][CH:19]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 1317110222-[2-[[2-(2,5-Dihydroxyphenyl)phenyl]methoxymethyl]phenyl]benzene-1,4-diol

生成物 1

HCID 133135851-Benzyloxy-4-(2-methoxyethoxy)benzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

Bromoethylmethyl ether (105.7 g) was added to a stirred suspension of hydroquinone monobenzylether and unhydrous potassium carbonate (84.5 g) in N,N-dimethylformamide (250 ml). The reaction mixture was heated at 90° C. for 18 hours. The reaction mixture was allowed to cool to ambient temperature and the mixture filtered. The filtrate was dissolved in water (750 ml) and the aqueous mixture was extracted with ethyl acetate (5×150 ml). The ethyl acetate extracts were combined, washed with water (3×100 mls), brine (200 mls), dried (MgSO4) and evaporated to give 1-(benzyloxy)-4-(2-methoxyethoxy)benzene (102.4 g) as a solid; NMR: 3.3(3H,s), 3.61(2H,m), 4.0(2H,m), 5.02(2H,s), 6.9(4H,m) and 7.4(5H,m) and m/z 259(M+H).

後処理

  1. temperatureto cool to ambient temperature
  2. filtrationthe mixture filtered
  3. dissolutionThe filtrate was dissolved in water (750 ml)
  4. extractionthe aqueous mixture was extracted with ethyl acetate (5×150 ml)
  5. washwashed with water (3×100 mls), brine (200 mls)
  6. dry with materialdried (MgSO4)
  7. customevaporated

出典と根拠

ORDレコード
ord-366b1591983a4f66bf2b0db3de78ad83
出典データセット
uspto-grants-1999_07
特許番号
US05919793

反応ノート

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