Dimethylamine → HCID 10944045, compound

HRID 345465Notes

Reaction equation

HRID 345465 reaction equation
[CH3:1][NH:2][CH3:3].[Br:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10](Cl)=[O:11]>O1CCCC1>[Br:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([N:2]([CH3:3])[CH3:1])=[O:11]

Participants

4

Procedure

A solution of 27.5 g (0.610 mole) of dimethylamine in 100 ml of cold tetrahydrofuran was added dropwise to a solution of 25.0 g (0.117 mole) of 6-bromohexanoyl chloride in 100 ml of tetrahydrofuran. The reaction mixture was stirred mechanically and the temperature maintained between 5° and 15° C. throughout the addition. After the final addition, the solution was filtered to remove the solid precipitate and the filtrate was concentrated under reduced pressure to yield 23.3 g (90%) of light-yellow oil. An analytical sample was prepared by filtering the oil through a small bed of silica gel and eluting with ethyl acetate. The fractions containing the desired product were combined and concentrated under reduced pressure to give the title compound as a colorless oil.

Workup

  1. temperaturethe temperature maintained between 5° and 15° C. throughout the addition
  2. additionAfter the final addition
  3. filtrationthe solution was filtered
  4. customto remove the solid precipitate
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ded0816f7d2b41af8d7f84b3ce32cff0
Source dataset
uspto-grants-1991_10
Patent number
US05057524

Reaction notes

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