Dimethylformamide → HCID 13016615, 화합물

HRID 127269

반응식

HRID 127269 반응식
Br[CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[O:13]1[C:17]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[CH2:16][NH:15][C:14]1=[O:23].C(N(CC)CC)C.CN(C)C=O>O>[NH:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]([CH2:3][CH2:2][N:20]2[CH2:19][CH2:18][C:17]3([O:13][C:14](=[O:23])[NH:15][CH2:16]3)[CH2:22][CH2:21]2)=[CH:5]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 769243-(2-Bromoethyl)indoleHCID 129541141-Oxa-3,8-diazaspiro(4.5)decan 2-one

생성물 1

HCID 13016615HCID 13016615, 화합물수율 44.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 3.94 g of 3-(2-bromoethyl)indole, 2.74 g of 1-oxa-3,8-diazaspiro[4.5]decan-2-one, 2 g of triethylamine and 10 ml N,N-dimethylformamide is stirred at 50° for 16 hours. The mixture is cooled to room temperature and 150 ml of water is added with stirring The aqueous layer is decanted from the residue which adheres to the walls of the flask. The residue is washed with 100 ml water following by 100 ml diethyl ether. The residue is dissolved in a minimum amount of 10% (v/v) methanol-dichloromethane and the resulting solution is filtered through 25 g silica gel with 150 ml of 10% (v/v) methanol-dichloromethane. Evaporation of the filtrate followed by crystallization with diethyl ether affords 2.35 g of 8-[2-(3-indolyl)ethyl]-1-oxa-3,8-diazaspiro[4.5]decan-2-one, mp 183°-186° (d).

후처리

  1. stirringwith stirring The aqueous layer
  2. customis decanted from the residue which
  3. washThe residue is washed with 100 ml water following by 100 ml diethyl ether
  4. dissolutionThe residue is dissolved in a minimum amount of 10% (v/v) methanol-dichloromethane
  5. filtrationthe resulting solution is filtered through 25 g silica gel with 150 ml of 10% (v/v) methanol-dichloromethane
  6. customEvaporation of the filtrate
  7. customfollowed by crystallization with diethyl ether

출처 및 근거

ORD 기록
ord-60cf503172914728bf83ac105a88ff04
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04255432

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