Dimethylformamide → 3-[6-(Triphenylmethoxy)hexyloxy]-2-methylenepropan-1-ol

HRID 2166440노트

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HRID 2166440 반응식
[H-].[Na+].CN(C)[CH:5]=[O:6].Cl[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[C:17]1([C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][O:15][CH2:14][C:13](=[CH2:12])[CH2:5][OH:6])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 11955063Benzene, 1,1',1''-[[(6-chlorohexyl)oxy]methylidyne]tris-

생성물 1

HCID 230396333-[6-(Triphenylmethoxy)hexyloxy]-2-methylenepropan-1-ol

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
85 °C

실험 절차

Sodium hydride (from 55-60% oil dispersion (0.52 g) washed with pentane (3×3 ml)), dry dimethylformamide (20 ml), and 2-metyylenepropane-1,3-diol (1.0 g) were mixed. After 1 hour when H2 -evolution had ceased 1-chloro-6-(triphenylmethoxy)hexane (4.2 g) was added, and the mixture was stirred for 3 hours at 85° C. After cooling water (20 ml) was carefully added, and the mixture was extracted with ether (2×100 ml). The ether extracts were washed with water (100 ml), dried over magnesium sulfate and evaporated to dryness in vacuo. The product was purified through a column of silica gel 60 (70-230 mesh, 40 g) eluting with ether. Futher purification was achieved by chromatography on Waters PrepLC®/System 500A using a prepPAK®-500/SILICA cartridge with ether/pentane 1:2 followed by ether/pentane 1:1 as eluent.

후처리

  1. additionwas carefully added
  2. extractionthe mixture was extracted with ether (2×100 ml)
  3. washThe ether extracts were washed with water (100 ml)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness in vacuo
  6. customThe product was purified through a column of silica gel 60 (70-230 mesh, 40 g)
  7. washeluting with ether
  8. customFuther purification

출처 및 근거

ORD 기록
ord-0d383f45eb3c47559b2a5d2a8c8d6fa7
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04945098

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