2-Amino-4-phenylphenol → HCID 22064189, compound

HRID 1827896Notes

Reaction equation

HRID 1827896 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][C:3]=1[OH:14].[Cl:15][CH2:16][C:17](OC)(OC)OC>>[Cl:15][CH2:16][C:17]1[O:14][C:3]2[CH:4]=[CH:5][C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:7][C:2]=2[N:1]=1

Participants

3

Reactant 2

HCID 145622-Amino-4-phenylphenolHCID 1447021,1,1-Trimethoxy-2-chloroethane

Product 1

HCID 22064189HCID 22064189, compound

Conditions

Temperature
160 °C

Procedure

2-amino-4-phenylphenol (0.180 g, 0.97 mmol) was placed in a Smith Process Vial™ (Personal Chemistry, Inc., Uppsala) (3 mL glass vessel) followed by the addition of 1-chloro-2,2,2-trimethoxyethane (1 mL). The vial was sealed and the mixture was heated in the Emrys Optimizer™ (Personal Chemistry, Inc., Uppsala) microwave at 160° C. for 300 s, fixed hold time on, absorption level normal, pre-stirring 10 s. It was then cooled to room temperature, diluted with 2 mL of methanol and purified by semi-prep HPLC. The HPLC fractions were evaporated under reduced pressure to furnish 2-(chloromethyl)-5-phenyl-benzoxazole as an off-white solid.

Workup

  1. customThe vial was sealed
  2. customabsorption level normal
  3. temperatureIt was then cooled to room temperature
  4. additiondiluted with 2 mL of methanol
  5. custompurified by semi-prep HPLC
  6. customThe HPLC fractions were evaporated under reduced pressure

Sources & evidence

ORD record
ord-f193044562254a25978d71b924c37984
Source dataset
uspto-grants-2006_06
Patent number
US07056924B2

Reaction notes

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