1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → tert-Butyl (6-hydroxy-1H-indol-1-yl)acetate

HRID 890432Notes

Reaction equation

HRID 890432 reaction equation
[C:1]([O:5][C:6](=[O:25])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][Si](C(C)(C)C)(C)C)[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2].O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[C:1]([O:5][C:6](=[O:25])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=2)[CH:10]=[CH:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 69279688[6-(Tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid tert-butyl ester

Product 1

HCID 69283069tert-Butyl (6-hydroxy-1H-indol-1-yl)acetate

Procedure

In analogy to the procedure described in example 1 c], [6-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid tert-butyl ester was treated with tetrabutylammonium fluoride hydrate to obtain (6-hydroxy-indol-1-yl)-acetic acid tert-butyl ester as yellowish oil.

Sources & evidence

ORD record
ord-554cb9e21efd4a498ba3bce34fec9699
Source dataset
uspto-grants-2006_02
Patent number
US06995263B2

Reaction notes

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