Water → HCID 21831681, compound

HRID 1601635Notes

Reaction equation

HRID 1601635 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:19]=[CH:18][C:6]2=[N:7][N:8]([C:10]3[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][C:11]=3[OH:17])[N:9]=[C:5]2[CH:4]=1.[CH2:22]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:23]1[O:25][CH2:24]1.O.C(OCC)(=O)C>[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C.C1(C)C(C)=CC=CC=1>[F:21][C:2]([F:1])([F:20])[C:3]1[CH:19]=[CH:18][C:6]2=[N:7][N:8]([C:10]3[CH:15]=[CH:14][C:13]([O:16][CH2:24][CH:23]([OH:25])[CH2:22][O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:12][C:11]=3[OH:17])[N:9]=[C:5]2[CH:4]=1

Participants

7

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 17049Butyl glycidyl etherHCID 21831670HCID 21831670, compound

Product 1

HCID 21831681HCID 21831681, compound

Reagents, catalysts & solvents 2

HCID 73727Phosphonium, ethyltriphenyl-, bromide (1:1)CatalystHCID 7237O-XyleneSolvent

Procedure

A mixture of 2.3 g of 5-trifluoromethyl-2-(2,4-dihydroxyphenyl)-2H-benzotriazole prepared in Example 31, 1.3 mL of butyl glycidyl ether and 100 mg of ethyl triphenylphosphonium bromide in 50 mL of xylene is heated to reflux under nitrogen for 14 hours. Water (25 mL) and 25 mL of ethyl acetate are added and 3 g of the crude product is isolated. Recrystallization from heptane give 2.1 g of the title compound whose structure is confirmed by nmr.

Workup

  1. temperatureis heated
  2. temperatureto reflux under nitrogen for 14 hours
  3. custom3 g of the crude product is isolated
  4. customRecrystallization from heptane

Sources & evidence

ORD record
ord-ac36c73c32094551b66d96da895210ac
Source dataset
uspto-grants-1999_11
Patent number
US05977219

Reaction notes

Loading…