Dichloromethane → HCID 23045625、化合物

HRID 2295769ノート

反応式

HRID 2295769 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 23045625HCID 23045625、化合物収率 20%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7b1c076def3e41a4b68447af64ce5deb
出典データセット
uspto-grants-1984_01
特許番号
US04426386

反応ノート

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