Benzylamine → HCID 12898553, compound

HRID 1680256Notes

Reaction equation

HRID 1680256 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]([C:9]1[CH:21]=[C:20]([CH3:22])[C:12]([O:13][CH2:14][C:15]([O:17]CC)=O)=[C:11]([CH3:23])[CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].[CH2:26]([NH2:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH2:26]([NH:33][C:15](=[O:17])[CH2:14][O:13][C:12]1[C:11]([CH3:23])=[CH:10][C:9]([C:3]([OH:8])([C:2]([F:24])([F:25])[F:1])[C:4]([F:6])([F:5])[F:7])=[CH:21][C:20]=1[CH3:22])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 12898550HCID 12898550, compound

Product 1

HCID 12898553HCID 12898553, compound

Conditions

Temperature
110 °C

Procedure

Combine ethyl 2-[4-(hexafluoro-2-hydroxy-2-propyl)-2,6-dimethylphenoxy]acetate (7.0 g=19 mmol) and benzylamine (12.0 g=0.11 mmol). Heat 4 hours at 110° C., allow to cool, and partition between 1.0 N HCl and ether. Dry and concentrate the ether. Recrystallize from ether-hexane and obtain, as a white solid, m.p. 142°-144° C., N-benzyl-2-[4-(hexafluoro-2-hydroxy-2-propyl)-2,6-dimethylphenoxy]acetamide.

Workup

  1. temperatureto cool
  2. custompartition between 1.0 N HCl and ether
  3. customDry
  4. concentrationconcentrate the ether
  5. customRecrystallize from ether-hexane

Sources & evidence

ORD record
ord-941c5546e81444cb82c13bfbb8fa6911
Source dataset
uspto-grants-1981_06
Patent number
US04272550

Reaction notes

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