Trifluoroacetic acid → 3'H-Spiro[cyclohexane-1,1'-isobenzofuran]-4-one

HRID 2188586Notes

Reaction equation

HRID 2188586 reaction equation
O1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH2:17][OH:18])=[CH:7][CH2:6]2)[O:4]CC1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:8]12([CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]1)[C:11]1[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=1)[CH2:17][O:18]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59541120[2-(1,4-Dioxa-spiro[4.5]dec-7-en-8-yl)-phenyl]-methanol

Product 1

HCID 187601133'H-Spiro[cyclohexane-1,1'-isobenzofuran]-4-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-phenyl]-methanol (1 g, 4.06 mmol, as prepared in the previous step) in DCM (2 mL) was added TFA (8 mL) and stirred at RT, 2 hours followed by removal of solvent in vacuo to afford the title compound.

Workup

  1. customfollowed by removal of solvent in vacuo

Sources & evidence

ORD record
ord-c6a1afd2c9034c7eafa15eeb41e96a95
Source dataset
uspto-grants-2012_12
Patent number
US08324186B2

Reaction notes

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