Carbon Tetrachloride → (Z)-1-chloro-2-undecene

HRID 67191Notes

Reaction equation

[CH2:1](O)/[CH:2]=[CH:3]\[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:33]>>[Cl:33][CH2:1]/[CH:2]=[CH:3]\[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

Reactant 3

HCID 5943Carbon Tetrachloride

HCID 11776Triphenylphosphine

HCID 1264242575039-83-7

Product 1

HCID 12400864(Z)-1-chloro-2-undecene

Procedure

By the procedure of example 12, (Z)-2-undecen-1-ol (13 g), 27.8 g of triphenylphosphine in 100 ml of dry CCl4 were reacted under reflux for 6.5 h. Workup as described before as in example 12 gave 12.3 g of (Z)-1-chloro-2-undecene as a colorless oil: bp 65°-66° C./0.2 mmHg.

Workup

temperatureunder reflux for 6.5 h

Sources & evidence

ORD record: ord-7c3a41f1da2b4435834782c24b650117
Source dataset: uspto-grants-1982_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04345084

Reaction notes

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