Chloromethyl Methyl Ether → HCID 21872604, compound

HRID 353010Notes

Reaction equation

HRID 353010 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.C(N(CC)CC)C.[O:16]1[CH2:20]CC[CH2:17]1.COCCl>C(OCC)(=O)C.O>[CH3:17][O:16][CH2:20][O:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

7

Reactant 4

HCID 7864Chloromethyl Methyl EtherHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 762881-Pyrrolidineethanol

Product 1

HCID 21872604HCID 21872604, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 115 g of 1-(2-hydroxyethyl)-pyrrolidine, 106 g of triethylamine and 500 g of tetrahydrofuran at 0° C. was added 81 g of chloromethyl methyl ether. The temperature was raised from 0° C. to 20° C. over 10 hours whereupon 200 g of water was added to stop the reaction. Ethyl acetate was added to the reaction solution, which was allowed to separate. The organic layer was washed with water and concentrated in vacuum. Purification by vacuum distillation yielded 1-[2-(methoxymethoxy)ethyl]-pyrrolidine, designated [B-1].

Workup

  1. additionwas added
  2. customthe reaction
  3. customto separate
  4. washThe organic layer was washed with water
  5. concentrationconcentrated in vacuum
  6. customPurification
  7. distillationby vacuum distillation

Sources & evidence

ORD record
ord-36410d81e9c247ba98432de870ef0652
Source dataset
uspto-grants-2004_06
Patent number
US06749988B2

Reaction notes

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