Carbon Tetrachloride → 1-(Chloromethyl)-3-(cyclopropylmethyl)benzene

HRID 1510124Notes

Reaction equation

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

Participants

Reactant 3

HCID 5943Carbon Tetrachloride

HCID 11776Triphenylphosphine

HCID 57336625[3-(Cyclopropylmethyl)phenyl]methanol

Product 1

HCID 573366261-(Chloromethyl)-3-(cyclopropylmethyl)benzene

Conditions

Temperature: 100 °C

Procedure

To a solution of [3-(cyclopropylmethyl)phenyl]methanol (1.67 g, 10.3 mmol) in carbon tetrachloride (100 mL) was added polystyrene bound triphenyl phosphine (2.15 mmol/g, 9.57 g, 20.6 mmol). After stirring at 100° C. overnight the resin was filtered of and the solvent was removed under vacuum to afford the desired product.

Workup

filtrationwas filtered of and the solvent
customwas removed under vacuum

Sources & evidence

ORD record: ord-cf9e1435238148f6b7c5d07168364a56
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08211904B2

Reaction notes

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