Sodium amide → HCID 21415007, compound

HRID 442519Notes

Reaction equation

HRID 442519 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][C:8]23[CH2:22][CH:15]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=42)[C:14]2[C:9]3=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:2]1.[CH:23]1([CH2:26]Br)[CH2:25][CH2:24]1.[NH2-].[Na+]>C1C=CC=CC=1.O>[CH:23]1([CH2:26][N:1]2[CH2:6][CH2:5][O:4][CH:3]([CH2:7][C:8]34[CH2:22][CH:15]([C:16]5[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=53)[C:14]3[C:9]4=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:2]2)[CH2:25][CH2:24]1

Participants

6

Reactant 3

HCID 24533Sodium amideHCID 81503BromomethylcyclopropaneHCID 214150272-[(9,10-Methanoanthracen-9(10H)-yl)methyl]morpholine

Product 1

HCID 21415007HCID 21415007, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 962WaterSolvent

Procedure

A mixture of 9-(2-morpholinylmethyl)-9,10-dihydro-9,10-methanoanthracene (50 mg), cyclopropylmethyl bromide (40 mg) and sodium amide (15 mg) in dry benzene was refluxed for 10 hours. The reaction mixture was diluted with benzene and water. The benzene layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9-(4-cyclopropylmethyl-2-morpholinylmethyl)-9,10-dihydro-9,10-methanoanthracene, M.P. 88° - 90° C.

Workup

  1. temperaturewas refluxed for 10 hours
  2. washThe benzene layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-313514674ee04de6a85b9612e1bfaf9c
Source dataset
uspto-grants-1977_08
Patent number
US04045560

Reaction notes

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