Methyl iodide → HCID 15572626, compound

HRID 903956Notes

Reaction equation

HRID 903956 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][CH:6]([CH:14]1[O:19][CH2:18][CH2:17][NH:16][CH2:15]1)[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[CH2:24](N(CC)CC)C.CI>C1C=CC=CC=1>[CH3:24][N:16]1[CH2:17][CH2:18][O:19][CH:14]([CH:6]([O:5][C:4]2[CH:20]=[CH:21][CH:22]=[CH:23][C:3]=2[O:2][CH3:1])[C:7]2[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=2)[CH2:15]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 3029357HCID 3029357, compound

Product 1

HCID 15572626HCID 15572626, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 2-[α-(2-methoxy-phenoxy)-4-chloro-benzyl]-morpholine (11.6 g) and triethylamine (3.5 g) in benzene (100 ml) a solution of CH3I (5.5 g) in benzene (20 ml) was added dropwise at room temperature over 1 hour. Stirring was continued at room temperature for 20 hours, the mixture was filtered and the solvent was evaporated to dryness so obtaining an oil which was separated on silica gel column to give 4-methyl-2-[α-(2-methoxy-phenoxy)-4-chloro-benzyl]-morpholine (7 g; yield 57%).

Workup

  1. filtrationthe mixture was filtered
  2. customthe solvent was evaporated to dryness
  3. customso obtaining an oil which
  4. customwas separated on silica gel column

Sources & evidence

ORD record
ord-a06c0464a1254e019e4e4cac04ab7d89
Source dataset
uspto-grants-1980_10
Patent number
US04229449

Reaction notes

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