Benzene → HCID 25017079, compound

HRID 511971Notes

Reaction equation

HRID 511971 reaction equation
[Na+].[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][S:23]([O-:26])(=[O:25])=[O:24])[CH:13]=[CH:14][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.S(Cl)([Cl:29])=O.CN([CH:34]=[O:35])C.[CH:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>>[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][S:23]([Cl:29])(=[O:26])=[O:24])[CH:13]=[CH:14][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:34]([O:35][C:15]1[CH:10]=[CH:11][C:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][S:23]([Cl:29])(=[O:25])=[O:26])=[CH:13][CH:14]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 71512042HCID 71512042, compound

Product 2

HCID 25017079HCID 25017079, compoundYield 39%HCID 25017341HCID 25017341, compound

Procedure

7-(3-Benzyloxy-phenyl)-heptanesulfonyl chloride (12.2) was synthesized as described in 12.1 using 11.2 (0.42 g, 1.1 mmol) and thionyl chloride (0.36 g, 3 mmol) in benzene (9 mL)/DMF (1 mL). Purification by flash column chromatography on silica gel gave the title compound (0.163 g, 39% yield from 10.2) as a viscous liquid.

Workup

  1. customPurification by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-d2a0872a3c8944799639332dfb8141c5
Source dataset
uspto-grants-2015_08
Patent number
US09102622B2

Reaction notes

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