Triethylamine → HCID 18786983, 화합물

HRID 1107380노트

반응식

HRID 1107380 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

HCID 18786983HCID 18786983, 화합물수율 99.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-48524b28e2ea471da652b0f89104bba1
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06060462

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