Sodium Iodide → 4-(3-Benzyloxypropyloxy)-3-(3-methoxypropyloxy)-bromobenzene

HRID 264926노트

반응식

HRID 264926 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([O:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[Na+].[I-]>C(#N)C>[CH2:26]([O:25][CH2:24][CH2:23][CH2:22][O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[O:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2776064Benzyl 3-Bromopropyl EtherHCID 214586624-Bromo-2-(3-methoxypropoxy)-phenol

생성물 1

HCID 214586464-(3-Benzyloxypropyloxy)-3-(3-methoxypropyloxy)-bromobenzene

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4 g of 4-bromo-2-(3-methoxypropyloxy)-phenol, 2.3 g of potassium carbonate, 3.8 g of benzyl (3-bromopropyl) ether, a spatula tip of NaI and 15 ml of acetonitrile is stirred under reflux for 30 hours. The reaction mixture is filtered and the filtrate is concentrated by evaporation. The residue is partitioned between ethyl acetate and water. The organic phases are combined, dried over magnesium sulfate and concentrated by evaporation, and the residue is purified by means of FC (hexane/ethyl acetate=95:5), yielding the title compound: Rf (hexane/ethyl acetate=9:1)=0.15; HPLC Rt =20.66 minutes.

후처리

  1. temperatureunder reflux for 30 hours
  2. filtrationThe reaction mixture is filtered
  3. concentrationthe filtrate is concentrated by evaporation
  4. customThe residue is partitioned between ethyl acetate and water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated by evaporation
  7. customthe residue is purified by means of FC (hexane/ethyl acetate=95:5)

출처 및 근거

ORD 기록
ord-e577e87822a146e0a0c74f5132f34b01
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646143

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