2-Bromoundecanoic acid → HCID 19380830, compound

HRID 2209409Notes

Reaction equation

HRID 2209409 reaction equation
[C:1]([O:26][CH3:27])(=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH:23]C.BrCCCCCCCCCCC=C.BrC(CCCCCCCCC)C(O)=O>[Cu]>[C:1]([O:26][CH3:27])(=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH2:23]

Participants

5

Reactant 3

HCID 1028592-Bromoundecanoic acidHCID 1098861212-bromododec-1-eneHCID 53998275HCID 53998275, compound

Product 1

HCID 19380830HCID 19380830, compound

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

Methyl 22-tetracosenoate may be synthesized following Bergbreiter and Whitesides, previously cited in Example 1, Procedure 3, Step C, except that the copper reagent is generated from 12-bromododecene and coupled with the methyl ester of 11-=bromoundecanoic acid to yield methyl 22-tricosenoate.

Sources & evidence

ORD record
ord-1e98c34bd78844599eaa8e7532f67794
Source dataset
uspto-grants-1995_10
Patent number
US05455072

Reaction notes

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