Hydrochloric Acid → HCID 178448013, 화합물

HRID 1731279노트

반응식

HRID 1731279 반응식
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([C:16]3[CH:21]=[CH:20][C:19]([C:22](=[O:24])C)=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[OH-].[Na+].BrBr.[OH:29]S([O-])=O.[Na+].Cl>O1CCOCC1.O.C(Cl)Cl>[CH2:1]([C@H:4]1[CH2:5][CH2:6][C@H:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([C:16]3[CH:17]=[CH:18][C:19]([C:22]([OH:29])=[O:24])=[CH:20][CH:21]=3)[CH2:12][CH2:11]2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24408BromineHCID 23665763Sodium BisulfiteHCID 178448005HCID 178448005, 화합물

생성물 1

HCID 178448013HCID 178448013, 화합물

시약·촉매·용매 3

HCID 962Water용매2회HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

A solution of 32.6 g of p-(trans-4-(trans-4-propyl-cyclohexyl)-cyclohexyl)-acetophenone in 100 ml of dioxane is added dropwise to a solution of 40 g of NaOH and 48 g of bromine in 230 ml of water at 20°, while stirring. Stirring is continued for 1 hour. A solution of 14 g of NaHSO3 in 140 ml of water is added and hydrochloric acid is added until the pH is 5. Customary working up (CH2Cl2) gives p-(trans-4-(trans-4-propylcyclohexyl)-cyclohexyl)-benzoic acid. The crude product is boiled with 60 ml of SOCl2 for 2.5 hours. After evaporation, the resulting crude acid chloride is dissolved in 430 ml of dioxane, 200 ml of 25% aqueous ammonia is added and the mixture is poured onto ice and filtered to give p-(trans-4-(trans-4-propylcyclohexyl)-cyclohexyl)-benzamide. 65 g of POCl3 is added dropwise to a solution of 32.7 g of this amide in 500 ml of DMF at 50°, while stirring. After the mixture has been further stirred for 1 hour, it is poured onto ice and worked up in the customary manner (CH2Cl2) to give trans-1-p-cyanophenyl-4-(trans-4-propyl-cyclohexyl)-cyclohexane, m.p. 55°, c.p. 184°.

후처리

  1. stirringStirring

출처 및 근거

ORD 기록
ord-24724ded2e8349678e1cf5e4cec821e3
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04620938

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