Trifluoroacetic acid → HCID 58869180, compound

HRID 2355203Notes

Reaction equation

HRID 2355203 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([S:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)(=[O:22])=[O:21])=[CH:15][CH:16]=2)[O:11]1)C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:23]1([S:20]([C:14]2[CH:13]=[C:12]3[C:17]([CH2:18][CH2:19][CH:10]([CH2:9][NH:7][CH3:6])[O:11]3)=[CH:16][CH:15]=2)(=[O:22])=[O:21])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58869152HCID 58869152, compound

Product 1

HCID 58869180HCID 58869180, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (7-benzenesulfonyl-chroman-2-ylmethyl)-methyl-carbamic acid tert-butyl ester (125 mg, 0.299 mmol) in DCM (25 mL) was added TFA (0.5 mL). The reaction was stirred for 4 h at RT, then concentrated in vacuo. The residue was recrystallized from acetone/hexane plus EtOAc to give (7-benzenesulfonyl-chroman-2-ylmethyl)-methyl-amine (76 mg, 80% yield) as white needles: Mp 196.2-198.2° C.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was recrystallized from acetone/hexane plus EtOAc

Sources & evidence

ORD record
ord-9cfa8715a52d4b45961caec2c04a1e54
Source dataset
uspto-grants-2010_07
Patent number
US07754759B2

Reaction notes

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