Sodium amide → HCID 54119240, compound

HRID 1703579Notes

Reaction equation

HRID 1703579 reaction equation
[C:1]1([C:7]([CH:9]2[CH:14]3[CH2:15][CH:11]4[CH:12]([CH2:13]3)[CH:10]24)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2-].[Na+].Cl[CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>C1(C)C=CC=CC=1>[CH:11]12[CH2:15][CH:14]3[CH2:13][CH:12]1[CH:10]2[C:9]3=[C:7]([O:8][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 24533Sodium amideHCID 767274-(2-Chloroethyl)morpholineHCID 94017Phenyl(tricyclo[2.2.1.0~2,6~]heptan-3-yl)methanone

Product 1

HCID 54119240HCID 54119240, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

A solution of 19.83 g. (0.1 mol) of tricyclo-(2.2.1.02.6)hept-3-yl phenyl ketone in 45 ml. of anhydrous toluene was added while stirring and boiling to a suspension of 3.9 g. (0.1 mol) of sodium amide in 45 ml. of anhydrous toluene, followed by etherification with a solution of 14.96 g. (0.1 mol) of N-(2-chloroethyl)-morpholine in 45 ml. of anhydrous toluene in the same way as in Example 3.

Workup

  1. additionboiling to a suspension of 3.9 g

Sources & evidence

ORD record
ord-1f0a4fb9e57246888d7d0d85a40d0038
Source dataset
uspto-grants-1978_11
Patent number
US04124716

Reaction notes

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