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Sodium hydride → HCID 19818264, 화합물

HRID 1086764
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HRID 1086764 반응식
[CH2:1]([O:5][C:6]([O:8][CH:9]([CH3:19])[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)=[O:7])[CH2:2][CH2:3][CH3:4].[H-].[Na+].[CH2:22]([C:30]1[CH:35]=[CH:34][C:33]([C:36]2[CH:41]=[CH:40][C:39]([CH2:42]Cl)=[CH:38][CH:37]=2)=[CH:32][CH:31]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>O1CCCC1.CN(C)C=O.O>[CH2:22]([C:30]1[CH:31]=[CH:32][C:33]([C:36]2[CH:41]=[CH:40][C:39]([CH2:42][O:18][C:15]3[CH:14]=[CH:13][C:12]([O:11][CH2:10][CH:9]([O:8][C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[O:7])[CH3:19])=[CH:17][CH:16]=3)=[CH:38][CH:37]=2)=[CH:34][CH:35]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 24758Sodium hydrideHCID 198182674'-Octyl-4-chloromethylbiphenylHCID 19818275p-(2-(Butoxycarbonyloxy)-propoxy)-phenol

생성물 1

HCID 19818264HCID 19818264, 화합물수율 24.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide
용매
HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of p-(2-(butoxycarbonyloxy)-propoxy)-phenol (1 g) prepared in Example 4 in tetrahydrofuran (20 ml) was dropwise added to a suspension of sodium hydride (0.2 g) in tetrahydrofuran, followed by dropwise adding to the mixture, a solution of 4'-octyl-4-chloromethylbiphenyl (1.2 g) in dimethylformamide (50 ml), agitating the mixture at 60° C. for 10 hours, pouring the reaction solution in water, extracting the resulting material with toluene (300 ml), washing the extract with an acid, then with an alkali and further with water, purifying it according to column chromatography using a column having activated alumina filled therein and recrystallizing from a mixed solvent of ethyl acetate with ethanol to obtain the objective 4'-octyl-4-(4-(2-(butoxycarbonyloxy)-propoxy)-phenoxymethyl)-biphenyl (0.5 g) having a m.p. of 94° C.

후처리

  1. additionby dropwise adding to the mixture
  2. extractionextracting the resulting material with toluene (300 ml)
  3. washwashing the
  4. extractionextract with an acid
  5. customwith an alkali and further with water, purifying it
  6. additionfilled
  7. customrecrystallizing from a mixed solvent of ethyl acetate with ethanol

출처 및 근거

ORD 기록
ord-5e0c92b01e0c4231878167099f95d9c7
출처 데이터셋
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05032314

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