Dichloromethane → HCID 23045625, 화합물

HRID 2413787노트

반응식

HRID 2413787 반응식
Br.[CH2:2]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=2)[CH2:6]1)[CH2:3][CH3:4].[C:18]1([N:24]=[C:25]=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)CC)C.C(Cl)[Cl:35]>CO>[ClH:35].[CH2:2]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:25](=[O:26])[NH:24][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:12]=2)[CH2:6]1)[CH2:3][CH3:4]

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 2304564779412-27-4

생성물 1

HCID 23045625HCID 23045625, 화합물수율 20%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of N-n-propyl-3-(3-hydroxyphenyl)piperidine hydrobromide (0.76 g, 0.0025 mol), phenylisocyanate (5.45 g, 0.046 mol), triethylamine (0.5 g, 0.049 mol) and methylene chloride (2 ml) was stirred at r.t. for 18 h. The mixture was partitioned between water and ether. The ether phase was dried and evaporated giving a partly crystalline residue. The residue was dissolved in methanol and chromatographed on a silica gel column (200 g, SiO2) with methanol as eluant. The fractions which according to GLC contained the desired product in pure form were continued and the solvent evaporated. The residue was dissolved in ether and treated with HCl-saturated ether giving a crystalline precipitate. Filtration and washing gave 0.18 g (20%) of the desired hydrochloride, mp. 184°-190° C.

후처리

  1. customThe mixture was partitioned between water and ether
  2. dry with materialThe ether phase was dried
  3. customevaporated
  4. customgiving a partly crystalline residue
  5. customchromatographed on a silica gel column (200 g, SiO2) with methanol as eluant
  6. customthe solvent evaporated
  7. dissolutionThe residue was dissolved in ether
  8. additiontreated with HCl-saturated ether giving a crystalline precipitate
  9. filtrationFiltration
  10. washwashing

출처 및 근거

ORD 기록
ord-2d329ad0030345629ca82db89016e28f
출처 데이터셋
uspto-grants-1988_01
특허 번호
US04719219

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