Toluene → HCID 69709956, compound

HRID 1759713Notes

Reaction equation

HRID 1759713 reaction equation
FC(F)(F)C(O)=O.[Br:8][C:9]1[CH:10]=[C:11]([F:47])[C:12]2[O:16][C:15]([NH:17][C@H:18]([C:39]([O:41]C(C)(C)C)=[O:40])[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]4[NH:33][CH2:34][CH2:35][CH2:36][N:37]=4)=[CH:22][CH:21]=3)=[N:14][C:13]=2[CH:46]=1.C1(C)C=CC=CC=1>ClCCl>[Br:8][C:9]1[CH:10]=[C:11]([F:47])[C:12]2[O:16][C:15]([NH:17][C@H:18]([C:39]([OH:41])=[O:40])[CH2:19][C:20]3[CH:21]=[CH:22][C:23]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]4[NH:33][CH2:34][CH2:35][CH2:36][N:37]=4)=[CH:24][CH:25]=3)=[N:14][C:13]=2[CH:46]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 69732461HCID 69732461, compound

Product 1

HCID 69709956HCID 69709956, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.5 ml of trifluoroacetic acid is added to 260 mg of ester 9-2 in 5 ml of dichloromethane, agitation is carried out for 3 hours at ambient temperature then 10 ml of toluene is added. Evaporation is then carried out under reduced pressure and 236 mg of expected acid 9-3 is obtained.

Workup

  1. customEvaporation

Sources & evidence

ORD record
ord-98baf66768f348f799699973be281643
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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