CBr4 triphenylphosphine → Methyl 6-bromo-7-eicosynoate

Reaction equation

O[CH:2]([C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8].C(Br)(Br)(Br)[Br:26].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>>[Br:26][CH:2]([C:11]#[C:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

Participants

Reactant 2

HCID 11387777CBr4 triphenylphosphine

HCID 15003196Methyl 6-(+/-)-hydroxy-7-eicosynoate

Product 1

HCID 15003192Methyl 6-bromo-7-eicosynoate

Procedure

This compound was prepared by reaction of methyl 6-(±) -hydroxy-7-eicosynoate (preparative example V) with CBr4 /Ph3P reagent in exactly the same manner as described in preparative example VIII.

Sources & evidence

ORD record: ord-ff28c12d8ad34e41baf8806026c6097f
Source dataset: uspto-grants-1988_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04758594

Reaction notes

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