Diethyl Ether → HCID 10933183, compound

HRID 1510183Notes

Reaction equation

HRID 1510183 reaction equation
C1COCC1.[C:6]1([Mg]Br)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]1[O:25][CH2:24][CH2:23][O:22]1.C(OCC)C>CCCCCC>[C:19]1([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:18]=[CH:17][C:16]([CH:21]2[O:25][CH2:24][CH2:23][O:22]2)=[CH:15][CH:20]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 40545512-chlorophenyl-[1,3]-dioxolanHCID 178418255HCID 178418255, compound

Product 1

HCID 10933183HCID 10933183, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using a THF solution of phenylmagnesium bromide (1.34 mL, 1.01 M, 1.35 mmol) and 2-chlorophenyl-[1,3]-dioxolan (184.6 mg, 1.0 mmol) as starting material, the reaction was performed at a scale of 1.0 mmol at 70° C. for 48 hours in the same manner as in Example 2. After performing silica gel column chromatography (diethylether=5, 10 and 20% in hexane), the above compound was obtained as a white solid (0.199 g, yield=88%, purity=>99% (GC analysis)).

Workup

  1. customthe above compound was obtained as a white solid (0.199 g, yield=88%, purity=>99% (GC analysis))

Sources & evidence

ORD record
ord-cb82d67a35db418eae737ae35aacb27c
Source dataset
uspto-grants-2012_07
Patent number
US08211820B2

Reaction notes

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