Diethyl Ether → HCID 19700525, compound

HRID 861848Notes

Reaction equation

HRID 861848 reaction equation
[CH2:1]([C:3]([O:20][CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][O:22]1)([CH2:18][CH3:19])[C:4]#[C:5][CH2:6]OS(C1C=CC(C)=CC=1)(=O)=O)[CH3:2].[Br-:27].[Na+].CCOCC>CN(C=O)C.CCOCC.CCCCC>[Br:27][CH2:6][C:5]#[C:4][C:3]([CH2:18][CH3:19])([O:20][CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][O:22]1)[CH2:1][CH3:2]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 253881Sodium BromideHCID 88322193HCID 88322193, compound

Product 1

HCID 19700525HCID 19700525, compoundYield 73.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21877078Diethylether pentaneSolvent

Procedure

A mixture of Compound 402 (7.0 g) and sodium bromide (7.0 g) in DMF (50 ml) was stirred at r.t. for 4 h. Ether (300 ml) was added and the mixture was worked up with chromatography with ether/pentane 1:1 (v/v) as eluent to give the title compound (3.9 g). 1H NMR: 0.96 (t, 3H), 0.96 (t, 3H) 1.45-1.90 (m, 10E), 3.51 (m, 1H), 3.95 (m, 1H), 3.98 (s, 2H), 5.00 (m, 1H).

Sources & evidence

ORD record
ord-fe63e1dfefe848e89002efc3b3325b56
Source dataset
uspto-grants-1998_02
Patent number
US05716945

Reaction notes

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