3-(Dimethylamino)phenol → HCID 21476245, compound

HRID 931535Notes

Reaction equation

HRID 931535 reaction equation
[H-].[Na+].[CH3:3][N:4]([CH3:12])[C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1.C(OC(Cl)(Cl)Cl)([O:15][C:16](Cl)(Cl)[Cl:17])=O>O1CCCC1>[C:16]([Cl:17])(=[O:15])[O:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([N:4]([CH3:12])[CH3:3])[CH:6]=1

Participants

5

Reactant 3

HCID 74213-(Dimethylamino)phenolHCID 24758Sodium hydrideHCID 94429Triphosgene

Product 1

HCID 21476245HCID 21476245, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

Sodium hydride (130 mg, 3.25 mmol, 1.11 equiv, 60%) was added in several batches to a solution of 3-(dimethylamino)phenol (400 mg, 2.92 mmol, 1.00 equiv) in tetrahydrofuran (15 mL). The mixture was stirred at 0° C. for 30 min then ditrichloromethyl carbonate (296.74 mg, 1.00 mmol, 0.34 equiv) was added in several batches to the mixture at 0° C. The resulting solution was stirred for 4 h at 50° C. and used in the next step without any purification

Workup

  1. stirringThe resulting solution was stirred for 4 h at 50° C.
  2. customused in the next step without any purification

Sources & evidence

ORD record
ord-780458b11ca044fb9b4771dbe3deec78
Source dataset
uspto-grants-2016_03
Patent number
US09296732B2

Reaction notes

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