Tributylstannane → HCID 19081431, compound

HRID 963218Notes

Reaction equation

HRID 963218 reaction equation
S(OCCCC1C2C=C(F)C=CC=2OC=1)(C1C=CC(C)=CC=1)(=O)=O.[S:25]([O:35][CH2:36][CH2:37][C:38]#[C:39][CH2:40][O:41][C:42]1[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][C:43]=1Br)([C:28]1[CH:34]=[CH:33][C:31]([CH3:32])=[CH:30][CH:29]=1)(=[O:27])=[O:26].[SnH](CCCC)(CCCC)CCCC>>[S:25]([O:35][CH2:36][CH2:37][CH2:38][C:39]1[C:43]2[CH:44]=[C:45]([Cl:48])[CH:46]=[CH:47][C:42]=2[O:41][CH:40]=1)([C:28]1[CH:34]=[CH:33][C:31]([CH3:32])=[CH:30][CH:29]=1)(=[O:27])=[O:26]

Participants

4

Reactant 3

HCID 5948TributylstannaneHCID 190814335-Fluoro-3-benzo[b]furanpropanol tosylateHCID 54401757HCID 54401757, compound

Product 1

HCID 19081431HCID 19081431, compound

Procedure

The title compound was prepared (2.17 g, 57%) in a manner analogous to the preparation of 5-fluoro-3-benzo[b]furanpropanol tosylate (Example 21) by the reaction of 5-(2-bromo-4-chlorophenoxy)pent-3-yn-1-ol tosylate with n-Bu3SnH.

Sources & evidence

ORD record
ord-5a5c6b57ba464a1a8b8b3656b4693cf0
Source dataset
uspto-grants-1998_06
Patent number
US05763444

Reaction notes

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