Ammonium fluoride → HCID 25017344, compound

HRID 511977Notes

Reaction equation

HRID 511977 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][S:20](Cl)(=[O:22])=[O:21])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[F-:25]>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][S:20]([F:25])(=[O:22])=[O:21])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:18][CH2:19][S:20]([F:25])(=[O:22])=[O:21])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 25516Ammonium fluorideHCID 25017343HCID 25017343, compound

Product 2

HCID 25017344HCID 25017344, compoundYield 251.7%HCID 44128291HCID 44128291, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5-(4-Benzyloxy-phenyl)-pentanesulfonyl fluoride (13.4) was synthesized as described in 13.1 using, 12.4 (0.3 g, 0.87 mmol) and NH4F (0.06 g, 1.64 mmol) in dry acetone (40 mL). Purification by flash column chromatography on silica gel gave the title compound (0.266 g, 91% yield) as a white solid (m p 66-68° C.).

Workup

  1. customPurification by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-d8f1fa2ddabc4fb5a187c2ff357a1adf
Source dataset
uspto-grants-2015_08
Patent number
US09102622B2

Reaction notes

Loading…