Triethylamine → HCID 385601, 화합물

HRID 1247047노트

반응식

HRID 1247047 반응식
[C:1]([C:5]1[CH:22]=[CH:21][C:8]([C:9]([NH:11][C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=[O:15])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C(Cl)=O.C(N(CC)CC)C>CN(C=O)C.C(Cl)Cl>[C:1]([C:5]1[CH:22]=[CH:21][C:8]([C:9]2[O:15][C:14](=[O:16])[C:13]3[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=3[N:11]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 765906HCID 765906, 화합물

생성물 1

HCID 385601HCID 385601, 화합물수율 96.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매2회

실험 절차

To a stirring mixture of the 2-(4-tert-butylbenzoylamino)benzoic acid (9.5 g, 32 mmol), CH2Cl2 (200 mL) and 2 drops of DMF was added 2 M oxalyl chloride in CH2Cl2 (19 mL). After stirring at ambient temperature for 45 minutes, the mixture was concentrated under vacuum to an oil, redissolved in 100 mL CH2Cl2 and cooled to 0° C. To this was added triethylamine (3.3 g, 33 mmol) at 0° C. for 1 hour. The solvent was removed in vacuo and the residue purified by flash chromatrography using hexanes/EtOAc to give 8.6 g (96%) of a white powder.

후처리

  1. concentrationthe mixture was concentrated under vacuum to an oil
  2. dissolutionredissolved in 100 mL CH2Cl2
  3. temperaturecooled to 0° C
  4. customThe solvent was removed in vacuo
  5. customthe residue purified by flash chromatrography

출처 및 근거

ORD 기록
ord-d7d6a1a0686a46a48ca2f196a8ad6932
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129245B2

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