3-Hydroxybenzyl alcohol → HCID 54441959, compound

HRID 1870239Notes

Reaction equation

HRID 1870239 reaction equation
[Cl:1][CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[N:10]=[C:11]=[O:12].[OH:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][OH:18]>>[Cl:1][CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[NH:10][C:11](=[O:12])[O:18][CH2:17][C:16]1[CH:19]=[CH:20][CH:21]=[C:14]([OH:13])[CH:15]=1

Participants

3

Reactant 2

HCID 1023-Hydroxybenzyl alcoholHCID 18695876HCID 18695876, compound

Product 1

HCID 54441959HCID 54441959, compoundYield 30%

Conditions

Temperature
75 °C

Procedure

A mixture of 2-chloromethyl-1-isocyanato-3-methylbenzene (2 g) and 3-hydroxybenzyl alcohol (1.6 g) is warmed to 75° C. in an oil bath for 1 h and then purified by chromatography on silica gel (eluent: dichloromethane/methanol 19:1). 1 g (30%) of the title compound is obtained as a crude product in the form of an amorphous solid.

Workup

  1. custompurified by chromatography on silica gel (eluent: dichloromethane/methanol 19:1)

Sources & evidence

ORD record
ord-9a15a45af7db44df930239e39a143387
Source dataset
uspto-grants-2000_08
Patent number
US06096758

Reaction notes

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