Dimethyl Sulfoxide → HCID 20540364, 화합물

HRID 1065471노트

반응식

HRID 1065471 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:11][CH2:12][CH2:13][CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH3:10])=[CH:4][CH:3]=1.CS(C)=O.[OH-].[Na+].[C:33]([C:35]1[CH:42]=[CH:41][CH:40]=[CH:39][C:36]=1[CH2:37]Br)#[N:34]>O>[C:33]([C:35]1[CH:42]=[CH:41][CH:40]=[CH:39][C:36]=1[CH2:37][O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]([NH:11][CH2:12][CH2:13][CH:14]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH3:10])=[CH:6][CH:7]=1)#[N:34]

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 14798Sodium HydroxideHCID 895992-(Bromomethyl)benzonitrileHCID 130652814-{2-[(3,3-Diphenylpropyl)amino]propyl}phenol

생성물 1

HCID 20540364HCID 20540364, 화합물

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

The mixture of 10.0 g 1-(4-hydroxyphenyl)-2-(3,3-diphenylpropylamino)-propane, 50 ml of dimethylsulfoxide and 2.4 g of sodium hydroxide in 10 ml of water is stirred at 60° for a half hour, whereupon 5.9 g of 2-cyanobenzyl bromide are added and the whole is stirred at room temperature for 20 hours. The mixture is diluted with water, extracted with ethyl acetate & the extract dried and evaporated. The residue is dissolved in the minimum amount of isopropanol, the solution neutralized with isopropanolic oxalic acid and the crude precipitate chromatographed on silica gel, using chloroform eluate, followed by chloroform-methanol (1:1). The initial fraction yields the 1-[4-(2-cyanobenzyloxy)-phenyl]-2-(3,3-diphenylpropylamino)-propane, showing I. R. bands at 2220 and 907 cm-1, and the second fraction the 1-[4-(2-carbamoylbenzyloxy)-phenyl]-2-(3,3-diphenylpropylamino)-propane, showing I. R. bands at 1655 and 1450 cm-1. The latter amide is taken up in aqueous ammonia, the mixture extracted with ethyl acetate & the extract dried and acidified with ethereal hydrogen chloride, to yield the corresponding hydrochloride melting at about 100° with decomposition.

후처리

  1. additionare added
  2. extractionextracted with ethyl acetate
  3. customthe extract dried
  4. customevaporated
  5. dissolutionThe residue is dissolved in the minimum amount of isopropanol
  6. customthe crude precipitate chromatographed on silica gel

출처 및 근거

ORD 기록
ord-bba93da0067e46abae7c1fcf1fb30de0
출처 데이터셋
uspto-grants-1982_05
특허 번호
US04329367

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