Hexane → HCID 86743747, 화합물

HRID 1199402노트

반응식

HRID 1199402 반응식
[Li]CCCC.CCCCCC.[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([S:19]([CH3:22])(=[O:21])=[O:20])[CH2:15][CH2:14]1.Br[CH2:24][CH2:25][CH:26]1[O:30][CH2:29][CH2:28][O:27]1>O1CCCC1.O.C(Cl)Cl>[CH3:12][N:13]1[CH2:14][CH2:15][N:16]([S:19]([CH2:22][CH2:24][CH2:25][CH:26]2[O:30][CH2:29][CH2:28][O:27]2)(=[O:21])=[O:20])[CH2:17][CH2:18]1

참가 물질

7

반응물 4

HCID 8058HexaneHCID 877762-(2-Bromoethyl)-1,3-dioxolaneHCID 8177701-(Methanesulfonyl)-4-methylpiperazineHCID 178418339Butyllithium

생성물 1

HCID 86743747HCID 86743747, 화합물수율 57%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 21908982Water methylene chloride용매

실험 절차

At 0° to 5° C., 87.5 ml of 1.6 molar BuLi solution in hexan (0.14 mol) are added dropwise to 23 g (0.13 mol) of methanesulphonic acid-N'-methylpiperazide dissolved in 200 ml of anhydrous tetrahydrofuran, the resulting suspension is stirred for 90 minutes at ambient temperature and then 23.4 g of 2-(2-bromoethyl)-1,3-dioxolan (0.13 mol) in 200 ml of anhydrous tetrahydrofuran are added dropwise, forming a clear solution. After 5 hours' stirring the solvent is eliminated, the residue is taken up with water/methylene chloride and the aqueous phase is extracted several times with methylene chloride. The methylene chloride solution is dried and the solvent is drawn off. The oil residue is filtered over a column of silica gel using methylene chloride/methanol 9:1 as eluant. After the solvent has been driven off again, 20.7 of the desired compound are obtained as a light coloured oil.

후처리

  1. customforming a clear solution
  2. stirringAfter 5 hours' stirring the solvent
  3. extractionthe aqueous phase is extracted several times with methylene chloride
  4. dry with materialThe methylene chloride solution is dried
  5. filtrationThe oil residue is filtered over a column of silica gel

출처 및 근거

ORD 기록
ord-18eef209c0ca45a580543d3297ccb963
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04900729

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