Trifluoroacetic acid → HCID 21955458, compound

HRID 2213145Notes

Reaction equation

HRID 2213145 reaction equation
C(OC(=O)C[N:8]1[C:14](=[O:15])[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[CH:11]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[C:10]2[CH:25]=[CH:26][CH:27]=[CH:28][C:9]1=2)(C)(C)C.[C:30]([OH:36])([C:32](F)(F)F)=[O:31]>C(Cl)Cl>[C:30]([O:36][N:8]1[C:14](=[O:15])[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[CH:11]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[C:10]2[CH:25]=[CH:26][CH:27]=[CH:28][C:9]1=2)(=[O:31])[CH3:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 91135653HCID 91135653, compound

Product 1

HCID 21955458HCID 21955458, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Methyl [5-(2-tert-butoxy-2-oxoethyl)-6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl]acetate 2 (30.5 g, 77.5 mmol) was taken up in 100 ml of CH2Cl2 and, at 0° C., 150 ml of TFA were added, and the mixture was stirred at 0° C. for about 1 h and then at RT. After the reaction was complete, the mixture was evaporated, and mixed with toluene 2× and again evaporated. 33.6 g of a yellowish oil were obtained as crude product; crystallization from acetone afforded 14.8 g of white solid.

Workup

  1. customat RT
  2. customthe mixture was evaporated
  3. additionmixed with toluene 2×
  4. customagain evaporated

Sources & evidence

ORD record
ord-4d5b14fde33c4989915002287cca66b4
Source dataset
uspto-grants-2006_09
Patent number
US07105508B1

Reaction notes

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