Pyridine → HCID 131722470, compound

HRID 321902Notes

Reaction equation

HRID 321902 reaction equation
[OH:1][CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:10]([O:14][C:15]([CH2:17][O:18][CH:19]=[CH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:16])([CH3:13])([CH3:12])[CH3:11].[N:27]1([C:33]([CH2:35][O:36][CH:37]=[CH:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:34])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(OC=C)C.N1C=CC=CC=1>CN(C)C=O.O>[OH:1][CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:10]([O:14][CH2:15][CH2:17][O:18][CH:19]=[CH:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[CH3:11].[C:10]([O:14][C:15]([CH2:17][O:18][CH:19]=[CH:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:16])([CH3:13])([CH3:11])[CH3:12].[N:27]1([C:33]([CH2:35][O:36][CH:37]=[CH:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:34])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1

Participants

7

Reactant 4

HCID 1049PyridineHCID 6101p-Toluenesulfonic acidHCID 8023Ethyl vinyl etherHCID 131722471HCID 131722471, compound

Product 1

HCID 131722470HCID 131722470, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

50g of poly(hydroxystyrene/t-butoxycarbonylmethoxystyrene/morpholinylcarbonylmethoxystyrene) where 8.4% of hydroxy groups in polyhydroxystyrene was substituted into t-butoxycarbonylmethoxy group and 5% of hydroxy groups into morpholinylcarbonylmethoxy group, so obtained from Synthesis example 3, was dissolved in 500 ml dimethyl formamide. With the addition of p-toluene sulfonic acid in catalytic amount, the reacting mixture was stirred at 20° C., followed by the addition of ethylvinyl ether (14 g). After reaction for 1 hour, the mixture was neutralized with pyridine, followed by dropwise adding into 5 L water to obtain a white solid. The solid, so formed, was filtered off, washed with distilled water for dehydration and dissolved again in acetone. Then, the reacting solution dropwise added into 5 L water for filtration and washed, for dehydration and drying. Thus, a resin, so obtained, was 52g of poly(hydroxystyrene/ethoxyethoxystyrene/t-butoxycarbonylmethoxystyrene/morpholinocarbonyl lmethoxystyrene) having the weight average molecular weight of 14,400 as polystyrene, in which 16% of hydroxy groups in polyhydroxystyrene was substituted into ethoxyethoxy group, 8.4% of hydroxy groups into t-butoxycarbonylmethoxy group and 5% of hydroxy groups into morpholinylcarbonylmethoxy group.

Workup

  1. customso obtained from Synthesis example 3
  2. customAfter reaction for 1 hour
  3. customto obtain a white solid
  4. customThe solid, so formed
  5. filtrationwas filtered off
  6. washwashed with distilled water for dehydration
  7. dissolutiondissolved again in acetone
  8. additionThen, the reacting solution dropwise added into 5 L water for filtration
  9. washwashed, for dehydration
  10. customdrying
  11. customThus, a resin, so obtained

Sources & evidence

ORD record
ord-7011ec05a02c49fd83b1c2f270dacd92
Source dataset
uspto-grants-2001_04
Patent number
US06210859B1

Reaction notes

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