2-Aminophenol → HCID 14500507, compound

HRID 1762875Notes

Reaction equation

HRID 1762875 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](Cl)=[O:16]>C(OCC)(=O)C>[Br:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])=[O:16]

Participants

4

Reactant 2

HCID 58012-AminophenolHCID 898486-Bromohexanoyl chloride

Product 1

HCID 14500507HCID 14500507, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

was prepared in 73% yield from 34.7 g (0.23 mol) of 2-aminophenol and 32 g (0.15 mol) of 6-bromohexanoyl chloride according to the procedure of Example 1, part a, except that the addition was made at room temperature and the crude product was dissolved in ethyl acetate and washed with 1N HCl. The 6-bromo-N-(2-hydroxyphenyl)hexanamide was recrystallized from ethyl acetate-hexane, mp 88°-90° C.

Workup

  1. additionexcept that the addition
  2. customwas made at room temperature
  3. washwashed with 1N HCl
  4. customThe 6-bromo-N-(2-hydroxyphenyl)hexanamide was recrystallized from ethyl acetate-hexane, mp 88°-90° C.

Sources & evidence

ORD record
ord-6594d1fe23e84e009e954dec1b4728c8
Source dataset
uspto-grants-1989_05
Patent number
US04835180

Reaction notes

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