Triethylamine → HCID 18786983、化合物

HRID 1107380ノート

反応式

HRID 1107380 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=O.Cl.[CH2:18]([O:20][C:21](=[O:25])[CH2:22][NH:23][CH3:24])[CH3:19].C1CCC(N=C=NC2CCCCC2)CC1.C1C=CC2N(O)N=NC=2C=1.CCN(CC)CC>C1COCC1>[CH2:18]([O:20][C:21](=[O:25])[CH2:22][N:23]([CH3:24])[C:10](=[O:12])[C:9]1[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])[CH3:19]

参加物

7

反応物 5

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 64245232-(2-Methylphenyl)benzoic acid

生成物 1

HCID 18786983HCID 18786983、化合物収率 99.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-(methylphenyl)benzoic acid (3.09 g, 14.55 mmol), sarcosine ethyl ester hydrochloride salt (2.23 g, 14.55 mmol), DCC (3.0 g, 14.55 mmol), HOBT (1.97 g, 14.55 mmol) and Et3N (1.47 g, 14.55 mmol) in THF (50 mL) were stirred at ambient temperature for 48 hours. The reaction was evaporated and the residue dissolved in EtOAc. The EtOAc solution was washed with HCl (10%), saturated NaHCO3 and brine, and dried (MgSO4). The EtOAc solution was filtered through a plug of silica gel follwoed by a second filtration through a plug of neutral alumina. Evaporation of the solution gave N-methyl-N-[2-(methylphenyl)benzoyl]glycine ethyl ester (4.5 g); LRMS (M+H)+ =312.2.

後処理

  1. customThe reaction was evaporated
  2. dissolutionthe residue dissolved in EtOAc
  3. washThe EtOAc solution was washed with HCl (10%), saturated NaHCO3 and brine
  4. dry with materialdried (MgSO4)
  5. filtrationThe EtOAc solution was filtered through a plug of silica gel
  6. filtrationfollwoed by a second filtration through a plug of neutral alumina
  7. customEvaporation of the solution

出典と根拠

ORDレコード
ord-48524b28e2ea471da652b0f89104bba1
出典データセット
uspto-grants-2000_05
特許番号
US06060462

反応ノート

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