Dimethylformamide → HCID 13016615、化合物

HRID 127269

反応式

HRID 127269 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 13016615HCID 13016615、化合物収率 44.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-60cf503172914728bf83ac105a88ff04
出典データセット
uspto-grants-1981_03
特許番号
US04255432

関連ノート

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