Triethylamine → HCID 15034359、化合物

HRID 359064ノート

反応式

HRID 359064 の反応式
[C:1]1([O:7][CH2:8][CH:9]2[O:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:13]([NH:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CC)CC)C>C(O)(C)C>[CH2:13]([N:20]([CH2:21][CH2:22][C:23]1[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=1)[CH2:10][CH:9]([OH:11])[CH2:8][O:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31217Phenyl glycidyl etherHCID 3042571Phenol, 4-(2-((phenylmethyl)amino)ethyl)-, hydrochloride

生成物 1

HCID 15034359HCID 15034359、化合物収率 88.7%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of phenylglycidyl ether (8.0 g), N-benzyltyramine hydrochloride (13.0 g) and triethylamine (7.5 ml) in isopropanol (200 ml) was heated to reflux for 3hours. The solvent was evaporated and toluene was added to the residue. Volatile material was evaporated. The residue was purified by chromatography on K60 silica (300 g) using a gradient mixture of methanol in dichloromethane (1 to 2% methanol). Thus was obtained 4-[2-(N-benzyl-N-(2-hydroxy-3-phenoxypropyl)amino)ethyl]phenol (16.5 g) as an oil which slowly crystallised, m.p. 103°-5° C.: NMR: 2.55-2.85[m,6H, CHCH2NHCH2CH2 ]; 3.65-4.05 [m,5H, PhOCH2CHOH +PhCH2 ]; 6.65-7.4[m,14H, aromatic H].

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 3hours
  3. customThe solvent was evaporated
  4. additiontoluene was added to the residue
  5. customVolatile material was evaporated
  6. customThe residue was purified by chromatography on K60 silica (300 g)
  7. additiona gradient mixture of methanol in dichloromethane (1 to 2% methanol)

出典と根拠

ORDレコード
ord-b8cc23800e474d20a7d87ffc089cbf50
出典データセット
uspto-grants-1991_03
特許番号
US04999377

反応ノート

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