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Cyclohexanol → HCID 19776117, 화합물

HRID 1612611
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HRID 1612611 반응식
[CH2:1]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]([OH:27])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[H-].[Na+].[H][H].S(O[CH:37]1[CH2:42][CH2:41][CH:40]([CH2:43][CH2:44][CH2:45][CH2:46][CH:47]2[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]2)CC1)(C)(=O)=O.[CH:53]1(O)CCCC[CH2:54]1.S(Cl)(C)(=O)=O.C(N(CC)CC)C>CS(C)=O.ClCCl>[CH2:40]([CH:43]1[CH2:44][CH2:45][CH:46]([CH:47]2[CH2:48][CH2:49][CH:50]([O:27][CH:14]([C:11]3[CH:10]=[CH:9][C:8]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[CH:13][CH:12]=3)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH2:51][CH2:52]2)[CH2:54][CH2:53]1)[CH2:41][CH2:42][CH3:37]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 6

HCID 7966CyclohexanolHCID 24758Sodium hydrideHCID 19776103HCID 19776103, 화합물HCID 21666509HCID 21666509, 화합물HCID 23325906HCID 23325906, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 19776117
HCID 19776117, 화합물

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매2회HCID 6344Dichloromethane용매

실험 절차

63.2 g of methyl 10-(4-heptylphenyl)-10-hydroxydecanoate are converted to the sodium alcoholate with 10 g of a 50% sodium hydride/liquid paraffin dispersion in 500 ml of dimethyl sulfoxide. When the evolution of hydrogen is complete, a solution of 69.6 g of 4-(4-mesyloxycyclohexyl)-butylcyclohexane (prepared from the corrsponding cyclohexanol with mesyl chloride/triethylamine in dichloromethane) in 120 ml of dimethyl sulfoxide is added dropwise at 20° C. Stirring is continued for a further 2 hours at 50° C., and the mixture is poured onto 2 liters of ice water and extracted with dichloromethane. The residue obtained after removal of the solvent is chromatographed over silica gel, using chloroform as the eluant. Methyl 10-(4-(4-butylcyclohexyl)-cyclohexyloxy)-10-(4-heptylphenyl)-decanoate is isolated.

후처리

  1. additionis added dropwise at 20° C
  2. extractionextracted with dichloromethane
  3. customThe residue obtained
  4. customafter removal of the solvent
  5. customis chromatographed over silica gel

출처 및 근거

ORD 기록
ord-9af42ff3b1604fd88617338e6dd2da8d
출처 데이터셋
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05190689

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