Ethanol → HCID 22664381, compound

HRID 392568Notes

Reaction equation

HRID 392568 reaction equation
C([C:10]1[CH:15]=[C:14]([C:16]([CH3:23])([CH3:22])[CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:13]=[C:12]([N:24]2[N:28]=[C:27]3[CH:29]=[CH:30][C:31]([C:33]([F:36])([F:35])[F:34])=[CH:32][C:26]3=[N:25]2)[C:11]=1[OH:37])(C1C=CC=CC=1)(C)C.[Cl:38][O-].[Na+].C(O)C.CCCCCCC.O>>[Cl:38][C:10]1[CH:15]=[C:14]([C:16]([CH3:23])([CH3:22])[CH2:17][C:18]([CH3:19])([CH3:21])[CH3:20])[CH:13]=[C:12]([N:24]2[N:28]=[C:27]3[CH:29]=[CH:30][C:31]([C:33]([F:36])([F:34])[F:35])=[CH:32][C:26]3=[N:25]2)[C:11]=1[OH:37]

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 8900Heptane2×HCID 9914271Phenol, 2-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)-6-[5-(trifluoromethyl)-2H-benzotriazol-2-yl]-HCID 23665760Sodium Hypochlorite

Product 1

HCID 22664381HCID 22664381, compound

Conditions

Temperature
45 °C

Procedure

A flask containing 2-cumyl-4-(1,1,3,3-tetramethyl-butyl)-6-(5-trifluromethyl-benzotriazol-2-yl)phenol (7.5 g, 0.014 mol), 7% aqueous sodium hypochlorite (125 g, 0.12 mol), ethanol (85 g, 1.83 mol), and heptane (85 g, 0.84 mol) is heated to 45° C. with agitation. After a one hour hold, water (150 g, 8.33 mol) and heptane (150 g, 1.49 mol) are added to the reaction mass to dissolve all solids. The aqueous layer is removed and heptane is distilled off yielding a white residue. The white residue is crystallized from methanol yielding the title compound as a white solid (5.4 g, 91%) melting at 72-81° C.

Workup

  1. dissolutionto dissolve all solids
  2. customThe aqueous layer is removed
  3. distillationheptane is distilled off
  4. customyielding a white residue
  5. customThe white residue is crystallized from methanol yielding the title compound as a white solid (5.4 g, 91%) melting at 72-81° C.

Sources & evidence

ORD record
ord-589d444732e54031ab700c0699503cd8
Source dataset
uspto-grants-2004_10
Patent number
US06800676B2

Reaction notes

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