Trifluoroacetic acid → Benzo[b]thiophene-5-ol, 2,3-dihydro-

HRID 1088723Notes

Reaction equation

[H][H].C([SiH](CC)CC)C.[OH:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18][CH:17]=[CH:16][C:15]=2[CH:19]=1.FC(F)(F)C(O)=O>>[OH:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18][CH2:17][CH2:16][C:15]=2[CH:19]=1

Participants

Reactant 4

HCID 6422Trifluoroacetic acid

HCID 12052Triethylsilane

HCID 12203499Benzo[b]thiophen-5-ol

HCID 178418361HCID 178418361, compound

Product 1

HCID 11367101Benzo[b]thiophene-5-ol, 2,3-dihydro-

Procedure

Scheme I depicts the preparation of the simplest member (2) of the invention, that is where R4 and R6 are both hydrogen. Triethylsilane is reacted with 5-hydroxybenzothiophene in a suitable solvent, e.g, trifluoroacetic acid (TFA) to yield the 5-hydroxy-2,3-dihydrobenzothiophene. ##STR4##

Sources & evidence

ORD record: ord-aaf8dab87dc744f295cf771677efde33
Source dataset: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04963580

Reaction notes

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