Diethyl Ether → HCID 23150302, compound

HRID 657652Notes

Reaction equation

HRID 657652 reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:24]=[CH:23][C:11]([CH2:12][CH:13]2[CH2:22][CH2:21][C:16]3([O:20][CH2:19][CH2:18][O:17]3)[CH2:15][CH2:14]2)=[CH:10][CH:9]=1.Br[CH2:26][CH2:27][CH2:28][Cl:29].C(OCC)C>CN(C)C=O>[Cl:29][CH2:28][CH2:27][CH2:26][O:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:12][CH:13]2[CH2:22][CH2:21][C:16]3([O:17][CH2:18][CH2:19][O:20]3)[CH2:15][CH2:14]2)=[CH:23][CH:24]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 23150263HCID 23150263, compound

Product 1

HCID 23150302HCID 23150302, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of potassium carbonate 3.92 g) in a solution of 8-(4-hydroxybenzyl)-1,4-dioxaspiro[4.5]decane (1.41 g) and 1-bromo-3-chloropropane (2.81 mL) in N,N-dimethylformamide (35 mL) is stirred for 20 h at room temperature. Diethyl oxide (210 mL) is added and the suspension is filtered. The filtrate is washed with water (twice 50 mL), dried over magnesium sulfate and concentrated under reduced pressure to give 1.635 g of 8-[4-(3-chloropropoxy)benzyl]-1,4-dioxaspiro[4.5]-decane used without further purification.

Workup

  1. filtrationthe suspension is filtered
  2. washThe filtrate is washed with water (twice 50 mL)
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-df5da40895a242ceb386140d9479e091
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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