Methyl iodide → HCID 13320303, compound

HRID 1262592Notes

Reaction equation

HRID 1262592 reaction equation
[CH3:1][I:2].[O:3]([C@@H:10]1[CH2:14][N:13]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][C@H:11]1[OH:22])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(OCC)C>[I-:2].[OH:22][C@H:11]1[C@H:10]([O:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:14][N+:13]([CH3:1])([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 13320198HCID 13320198, compound

Product 1

HCID 13320303HCID 13320303, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 8.0 g. (56 mmol) of methyl iodide in 30 ml of dry ethyl ether was added dropwise to a stirred solution of 7.0 g. (26 mmol) of trans-4-phenoxy-1-phenylmethyl-3-pyrrolidinol in 70 ml. of dry diethyl ether. The mixture was stirred for two days and then concentrated under reduced pressure. The 10.7 g. of crystalline residue was washed with tetrahydrofuran and dried, and gave 10.4 g. (97%) of white powder, m.p. 122°-27° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. washof crystalline residue was washed with tetrahydrofuran
  3. customdried
  4. customgave 10.4 g

Sources & evidence

ORD record
ord-34980754413548b0a117549dfd6ab85a
Source dataset
uspto-grants-1984_06
Patent number
US04452809

Reaction notes

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