Trifluoroacetic acid → HCID 22998434, compound

HRID 2270660Notes

Reaction equation

HRID 2270660 reaction equation
[S:1]1[C:5]([CH:6](O)[C:7]2[CH:12]=[C:11]([O:13][CH3:14])[C:10]([O:15][CH3:16])=[C:9]([O:17][CH3:18])[CH:8]=2)=[CH:4][C:3]2[CH:20]=[CH:21][CH:22]=[CH:23][C:2]1=2.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:18][O:17][C:9]1[CH:8]=[C:7]([CH:12]=[C:11]([O:13][CH3:14])[C:10]=1[O:15][CH3:16])[CH2:6][C:5]1[S:1][C:2]2[CH:23]=[CH:22][CH:21]=[CH:20][C:3]=2[CH:4]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 49962541HCID 49962541, compound

Product 1

HCID 22998434HCID 22998434, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3,4,5-trimethoxybenzyl)-benzo[b]thiophene was prepared in the same manner as described in Example 47B. Reaction of a-(2-benzo[b]-thienyl)-3,4,5-trimethoxybenzyl alcohol (4.5 mmoles, 1.5 g), triethylsilane (5.0 mmoles, 0.80 mls), CH2Cl2 (50 ml) and TFA (9.1 mmoles, 0.70 mls) yielded, after flash chromatography using 20% ethyl acetate/hexanes, 0.77 g (54%) of a white solid.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-e385b0e211f34eb083043b6d8b427a2c
Source dataset
uspto-grants-2001_12
Patent number
US06331637B1

Reaction notes

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