Trifluoroacetic acid → HCID 22998418, compound

HRID 1166917Notes

Reaction equation

HRID 1166917 reaction equation
[S:1]1[C:5]([CH:6](O)[C:7]2[CH:12]=[CH:11][C:10]([N:13]([CH3:15])[CH3:14])=[CH:9][CH:8]=2)=[CH:4][C:3]2[CH:17]=[CH:18][CH:19]=[CH:20][C:2]1=2.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:15][N:13]([CH3:14])[C:10]1[CH:9]=[CH:8][C:7]([CH2:6][C:5]2[S:1][C:2]3[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=3[CH:4]=2)=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 237069MLS002608206

Product 1

HCID 22998418HCID 22998418, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(4-dimethylaminobenzyl)benzo[b]thiophene was prepared by the method of Example 47B with a-(2-benzo[b]thienyl)-4-dimethylaminobenzyl alcohol (7.5 mmoles, 2.1 g), triethylsilane (2.8 mmoles, 1.3 ml), CH2Cl2 (50 ml) and TFA (11.2 mmoles, 0.9 ml). Flash chromatography (10% ethyl acetate/hexanes) provided 1.5 g (73%—for two steps) of a white solid.

Sources & evidence

ORD record
ord-27ac5dbae6ec44ee849d14a35acb3023
Source dataset
uspto-grants-2003_09
Patent number
US06613804B2

Reaction notes

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