Phosgene → 1,2,3,4-Tetrahydroquinoline-1-carbonyl chloride

HRID 1033815Notes

Reaction equation

HRID 1033815 reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[C:11](Cl)([Cl:13])=[O:12]>>[N:1]1([C:11]([Cl:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 6371PhosgeneHCID 694601,2,3,4-Tetrahydroquinoline

Product 1

HCID 135910691,2,3,4-Tetrahydroquinoline-1-carbonyl chlorideYield 90%

Procedure

By the procedure of Example 7, Step A, 1,2,3,4-tetrahydroquinoline was reacted with phosgene to give a 90% yield of the title compound as a dark orange oil, homogeneous by TLC (3:1 hexane-EtOAc) but Rf identical to that of starting material; IR spectrum νCO 1740 cm-1 ; FAB-MS m/e 196 (M+1)+.

Sources & evidence

ORD record
ord-e9f51f8f648a430da2349861bdac7755
Source dataset
uspto-grants-1994_05
Patent number
US05312820

Reaction notes

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