Methylamine → HCID 59469321, compound

HRID 1192456Notes

Reaction equation

HRID 1192456 reaction equation
[CH2:1]([N:3](CC)CC)C.CN.Cl[P:11]1[O:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:20]3[CH:21]=[CH:22][CH:23]=[C:13]([C:14]=23)[O:12]1.CCCCCC>C1(C)C=CC=CC=1>[CH3:1][NH:3][P:11]1[O:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:20]3[CH:21]=[CH:22][CH:23]=[C:13]([C:14]=23)[O:12]1

Participants

6

Reactant 4

HCID 6329MethylamineHCID 8058HexaneHCID 8471TriethylamineHCID 12513142HCID 12513142, compound

Product 1

HCID 59469321HCID 59469321, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
5 °C

Procedure

Under a nitrogen atmosphere, 0.4 ml triethylamine was added to 1.5 ml methylamine (2 M in THF) in 20 ml dry toluene. To the resulting solution was cooled to 5° C. and 250 mg 2-chloronaphtho[1,8-de][1,3,2]dioxaphosphinine (available from Hansa Fine Chemicals GmbH, Bremen, Germany) was slowly added. After stirring overnight at room temperature 20 ml hexane was added. The precipitate was removed by centrifugation. The solvents were removed under vacuum. The product N-methylnaphtho[1,8-de][1,3,2]dioxaphosphinine-2-amine was isolated as an oil and used as such. 31P-NMR C6D6 δ 121.2.

Workup

  1. additionwas added
  2. customThe precipitate was removed by centrifugation
  3. customThe solvents were removed under vacuum

Sources & evidence

ORD record
ord-fdd8810262cd4c54a8e5005b3381e063
Source dataset
uspto-grants-2014_03
Patent number
US08680220B2

Reaction notes

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