Hydrochloric Acid → HCID 13560725, compound

HRID 1285484Notes

Reaction equation

HRID 1285484 reaction equation
[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([CH:21]=[CH:22][CH:23]=1)[O:11][CH2:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[C:16]#[N:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH:24]O.[OH-].[Na+].Cl>C(O)C>[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([CH:21]=[CH:22][CH:23]=1)[O:11][CH2:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[C:16]([NH2:17])=[O:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 14257786HCID 14257786, compound

Product 1

HCID 13560725HCID 13560725, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3[[3-(1-hydroxyhexyl)phenoxy]methyl]benzonitrile (5.0 g.), 30% hydrogen peroxide (6.6 ml), ethanol (9 ml) and 6N sodium hydroxide (0.7 ml) was stirred at room temperature for one hour. The reaction was then heated to 50° C. for three hours. The solution was neutralized with 5% aqueous hydrochloric acid and extracted with chloroform. The organic extract was dried (MgSO4) and concentrated to a solid. The solid was recrystallized from ethyl acetate giving 3.4 g (63%) yield) of solid, m.p. 97°-98° C.

Workup

  1. temperatureThe reaction was then heated to 50° C. for three hours
  2. extractionextracted with chloroform
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. concentrationconcentrated to a solid
  6. customThe solid was recrystallized from ethyl acetate giving 3.4 g (63%)
  7. customyield) of solid, m.p. 97°-98° C.

Sources & evidence

ORD record
ord-18f6e9d0392d4962a2cfe6607f87b5e3
Source dataset
uspto-grants-1986_01
Patent number
US04567184

Reaction notes

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