Acetic Acid → HCID 23333206, compound

HRID 224459Notes

Reaction equation

HRID 224459 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=2)=[CH:4][CH:3]=1.[C:23](O)(=[O:25])[CH3:24].C(OC(=O)C)(=O)C>O>[C:23]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([CH3:15])([CH3:16])[CH3:17])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=2)=[CH:4][CH:3]=1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 155988104'-Amino-3,5-di-t-butyl-4-hydroxybiphenyl

Product 1

HCID 23333206HCID 23333206, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 15 g. (0.050 mole) of 4-(4'-aminophenyl)-2,6-di(t-butyl)phenol in 100 ml. of glacial acetic acid is treated with 5.2 g. (0.050 mole) of acetic anhydride. The resulting solution is heated gently for 10 minutes, diluted with water, cooled, and the solid product is separated by filtration. Recrystallization from a benzene-hexane mixture provides 4-(4'-acetamidophenyl)-2,6-di(t-butyl)phenol, m.p. 173°-174.5° C.

Workup

  1. temperatureThe resulting solution is heated gently for 10 minutes
  2. temperaturecooled
  3. customthe solid product is separated by filtration
  4. customRecrystallization from a benzene-hexane mixture

Sources & evidence

ORD record
ord-28a1e3e709024656b7448a0d67abb714
Source dataset
uspto-grants-1980_11
Patent number
US04232043

Reaction notes

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