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

HRID 580973노트

반응식

HRID 580973 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-366b1591983a4f66bf2b0db3de78ad83
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919793

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