Hydrochloric Acid → HCID 86631895, compound

HRID 1163475Notes

Reaction equation

HRID 1163475 reaction equation
[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=2[OH:17])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[OH-].[K+].Br[CH:21]([CH3:39])[C:22]([C:24]1[CH:29]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[C:27]([OH:34])=[C:26]([C:35]([CH3:38])([CH3:37])[CH3:36])[CH:25]=1)=[O:23].Cl>CN1CCCC1=O.O>[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:11]=2[O:17][CH:21]([CH3:39])[C:22]([C:24]2[CH:29]=[C:28]([C:30]([CH3:31])([CH3:33])[CH3:32])[C:27]([OH:34])=[C:26]([C:35]([CH3:38])([CH3:37])[CH3:36])[CH:25]=2)=[O:23])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 17113DrometrizoleHCID 13173168HCID 13173168, compound

Product 1

HCID 86631895HCID 86631895, compoundYield 76.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

A mixture of 5.5 g (24 mmol) of 2-benzotriazol-2-yl-4-methyl-phenol, 4.7 g (72 mmol) of potassium hydroxide and 100 ml of n-methylpyrrolidone is stirred for 2 hours at room temperature. Then 8.0 g (24 mmol) 2-bromo-1-(3,5-di-tert-butyl-4-hydroxyphenyl)-propan-1-one dissolved in 40 ml of n-methylpyrrolidone is added and stirring is continued at room temperature for 20 hours. After the addition of 50 ml of water and 15 ml 2N hydrochloric acid the precipitated solid is filtered off and recrystallized from ethanol to give 8.9 g (76%) of compound 117; m.p. 161° C.

Workup

  1. additionis added
  2. stirringstirring
  3. waitis continued at room temperature for 20 hours
  4. filtrationis filtered off
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-0a6d20fc30044925bb8571c3076ec39b
Source dataset
uspto-grants-2010_10
Patent number
US07820865B2

Reaction notes

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