Succinic anhydride → HCID 60699549, compound

HRID 1864028Notes

Reaction equation

HRID 1864028 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]([NH2:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1.[C:14]1(=[O:20])[O:19][C:17](=[O:18])[CH2:16][CH2:15]1.CC(=O)OCC.CO>CCOCC>[O:20]=[C:14]([NH:11][CH:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:12])([F:13])[F:1])[CH:4]=1)[CH3:10])[CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 7922Succinic anhydrideHCID 2782448(1R)-1-(3-(Trifluoromethyl)phenyl)ethylamineHCID 21584119Ethylacetate methanol

Product 1

HCID 60699549HCID 60699549, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 5.0 g (26.5 mmol) of 1-(3-(trifluoromethyl)phenyl)ethylamine in ether (6 ml) was added dropwise in the course of 30 min to a suspension of 2.33 g (23.3 mmol) of succinic anhydride in ether (28 ml). Stirring was then carried out for 72 h at RT. The resulting precipitate was filtered off with suction and dried for 1 h in vacuo at 40° C. CC (EA/MeOH 1:4) of the residue yielded 3.68 g (12.7 mmol, 55%) of 4-oxo-4-(1-(3-(trifluoromethyl)phenyl)ethylamino)butanoic acid (S2).

Workup

  1. filtrationThe resulting precipitate was filtered off with suction
  2. customdried for 1 h in vacuo at 40° C

Sources & evidence

ORD record
ord-fce2dfbcbe4a423daa11c17e18165988
Source dataset
uspto-grants-2009_12
Patent number
US07625900B2

Reaction notes

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