1-(2-Chloroethyl)pyrrolidine → HCID 70190988, compound

HRID 612615Notes

Reaction equation

HRID 612615 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:3]=1[C:4]1[C:5]([O:20][CH3:21])=[CH:6][C:7]([O:16][CH2:17][CH2:18][CH3:19])=[CH:8][C:9]=1[C:10]2=[O:15].[Cl:22][CH2:23][CH2:24][N:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1.C[O-].[Na+]>>[ClH:22].[N:25]1([CH2:24][CH2:23][O:1][C:2]2[CH:14]=[CH:13][CH:12]=[C:11]3[C:3]=2[C:4]2[C:5]([O:20][CH3:21])=[CH:6][C:7]([O:16][CH2:17][CH2:18][CH3:19])=[CH:8][C:9]=2[C:10]3=[O:15])[CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 3

HCID 816691-(2-Chloroethyl)pyrrolidineHCID 10942334Sodium MethoxideHCID 19594704HCID 19594704, compound

Product 1

HCID 70190988HCID 70190988, compound

Procedure

5-Hydroxy-4-methoxy-2-propyloxy-fluoren-9-one (0.83 g, 2.9 mmole) and 2-chloroethylpyrrolidine and sodium methoxide (0.20 g, 3.5 mmole) are reacted as described in Example 9B to give a red powder, which when recrystallized from 2-butanone gives the title compound. (0.222 g, 18%). m.p. 147°-149° C. Analysis calculated for C23H27NO4.HCl; C, 66.10, H, 6.75, N, 3.35. Found: C, 65.82, H, 6.65; N, 3.09. The compound has the following structure: ##STR50##

Workup

  1. customto give a red powder, which when
  2. customrecrystallized from 2-butanone

Sources & evidence

ORD record
ord-8a9288e8cb264c108b394215ea4ceea5
Source dataset
uspto-grants-1999_12
Patent number
US06004959

Reaction notes

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