Trifluoroacetic acid → tert-Butyl [2-(hydroxymethyl)phenyl]carbamate

HRID 1790393Notes

Reaction equation

HRID 1790393 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](C2C=CC(F)=CC=2)=C1)=[O:7])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=[O:27]>>[C:1]([O:5][C:6]([NH:8][C:16]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:10][OH:27])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22038324HCID 22038324, compound

Product 1

HCID 15292992tert-Butyl [2-(hydroxymethyl)phenyl]carbamateYield 79%

Procedure

1-(t-Butoxy)carbonyl-3-(4-fluorophenyl)indole (0.340 g) was freed from the protecting group with the use of trifluoroacetic acid and then treated as in the above Production Example 54 to give the title compound (0.184 g) as a pale yellow oil (yield: 79.0%).

Workup

  1. additiontreated as in the above Production Example 54

Sources & evidence

ORD record
ord-c9e0bf59611b4d53886e3cc23206e4cf
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

Loading…