Formaldehyde → HCID 11252599, compound

HRID 2358241Notes

Reaction equation

HRID 2358241 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[CH2:12]=[O:13].C1(C)C=CC=CC=1>CCOCC>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:12][OH:13])[C:6](=[O:11])[CH2:5]2

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 1140TolueneHCID 1528015-Chlorooxindole

Product 1

HCID 11252599HCID 11252599, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In an high pressure autoclave, 5-chloro-1,3-dihydro-indol-2-one (5 g, 0.029 mol), paraformaldehyde (1.07 g) and toluene (60 ml) are heated up to 120° C. for 4 h. The mixture is cooled down to room temperature, diluted with ether and filtrated to give 5-chloro-1-hydroxymethyl-1,3-dihydro-indol-2-one a22 as white crystals (4.03 g, 70%). 1H NMR δH (250 MHz, C2D6SO): 3.61 (2H, s); 5.04 (2H, d); 6.26 (1H, t); 7.08 (1H, d); 7.29-7.34 (2H, m).

Workup

  1. filtrationfiltrated

Sources & evidence

ORD record
ord-74558de1037246f69446e5d2d3125b5a
Source dataset
uspto-grants-2010_07
Patent number
US07763644B2

Reaction notes

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