p-Toluenesulfonic acid → HCID 12449504, compound

HRID 1763612Notes

Reaction equation

[C:1]1([CH3:9])[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.[C-:27]#[N:28].[K+]>>[C:1]1([CH3:9])[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:27]#[N:28])[CH:2]=1

Participants

Reactant 4

HCID 6101p-Toluenesulfonic acid

HCID 8083Morpholine

HCID 9032Potassium Cyanide

HCID 121053-Methylbenzaldehyde

Product 1

HCID 12449504HCID 12449504, compound

Procedure

As in Example 35, the following reactions are carried out. m-Tolualdehyde is reacted with p-toluenesulfonic acid, morpholine and KCN to give α-(m-tolyl)-4-morpholineacetonitrile as crystals, m.p. 59°-60° C.

Sources & evidence

ORD record: ord-741c2027a5a040bd90f669ec94df9448
Source dataset: uspto-grants-1978_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04112095

Reaction notes

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