Triethylamine → HCID 86746783、化合物

HRID 247828

反応式

HRID 247828 の反応式
[P:1](Cl)(Cl)([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:2].C(N(CC)CC)C.[CH2:19]([OH:28])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].[CH3:29][CH:30]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([CH:38]([CH3:40])[CH3:39])[C:33]=1[NH:41][C:42](=[O:52])[CH2:43][NH:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)[CH3:31]>C1(C)C=CC=CC=1>[CH3:31][CH:30]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([CH:38]([CH3:39])[CH3:40])[C:33]=1[NH:41][C:42](=[O:52])[CH2:43][N:44]([CH2:45][C:46]1[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=1)[P:1](=[O:2])([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[O:28][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH3:29]

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 89141-NonanolHCID 13038Phosphorodichloridic acid, phenyl esterHCID 19764427HCID 19764427、化合物

生成物 1

HCID 86746783HCID 86746783、化合物収率 31.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To an ice-cooled solution of phenyl dichlorophosphate (2.83 g, 0.02 mol) in dry toluene (50 mL) is added triethylamine (2.02 g, 0.02 mol) followed by nonyl alcohol (2.89 g, 0.02 mol) in dry toluene (40 mL) dropwise. The reaction mixture is stirred in an ice bath for 2 hours and then filtered. To this filtrate are added triethylamine (2.02 g, 0.02 mol) and a solution of N-[2,6-bis(1-methylethyl)phenyl]-2-[phenylmethyl]amino-acetamide (Example V) (6.40 g, 0.02 mole) and the mixture is stirred at room temperature overnight. The reaction mixture is filtered and concentrated. Flash column chromatography and crystallization from ethyl acetate affords 3.8 g of the title compound; IR (KBr); 3285, 2961, 2925, 2858, 2367, 1684, and 1508. 1H NMR (250 MHz, DMSO)δ9.22 (1 H, s), 7.44-6.92 (13 H, m), 4.50-4.30 (2 H, m), 4.30-4.00 (2 H, m), 4.00-3.60 (2 H, m), 3.10-2.80 (2 H, m), 1.70-1.40 (2 H, m), 1.4-1.18 (12 H, m), 1.18-1.00 (12 H, d, J=7 Hz), 0.98-0.76 (3 H, m).

後処理

  1. filtrationfiltered
  2. filtrationThe reaction mixture is filtered
  3. concentrationconcentrated
  4. customFlash column chromatography and crystallization from ethyl acetate

出典と根拠

ORDレコード
ord-4686ccefd43947c99c2937b26ae79b6f
出典データセット
uspto-grants-1993_05
特許番号
US05208224

関連ノート

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