2-(Methylamino)ethanol → HCID 20317869, compound

HRID 867209Notes

Reaction equation

HRID 867209 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].[Cl:6][C:7]1[CH:8]=[C:9]([C:13]2([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=3)[CH2:15][CH:14]2[CH2:16]Cl)[CH:10]=[CH:11][CH:12]=1>C(O)C>[CH3:1][N:2]([CH2:16][CH:14]1[CH2:15][C:13]1([C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([Cl:6])[CH:8]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)[CH2:3][CH2:4][OH:5]

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 20317874HCID 20317874, compound

Product 1

HCID 20317869HCID 20317869, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 2-methylaminoethanol (0.29 g) in ethanol (5 ml) was added a solution of 2,2-di(m-chlorophenyl)cyclopropylmethyl chloride (0.40 g) in ethanol (10 ml) at room temperature, and stirring was carried out under reflux for 10 hours. The reaction mixture was evaporated and poured into a 10 % aqueous solution of sodium hydroxide. The chloroform extract was dried and chromatographed to afford N-methyl-N-(2-hydroxyethyl)-2,2-di(m-chlorophenyl)-cyclopropylmethylamine as an oily substance. M.P. 152° - 154° C. (hydrochoride).

Workup

  1. temperatureunder reflux for 10 hours
  2. customThe reaction mixture was evaporated
  3. additionpoured into a 10 % aqueous solution of sodium hydroxide
  4. extractionThe chloroform extract
  5. customwas dried
  6. customchromatographed

Sources & evidence

ORD record
ord-0e6c4d354d0d4b72a0b1b6896f566f17
Source dataset
uspto-grants-1978_07
Patent number
US04103030

Reaction notes

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