Thionyl Chloride → 4-Tetradecyloxybenzyl Chloride

HRID 2241859Notes

Reaction equation

HRID 2241859 reaction equation
[CH2:1]([O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][Cl:19])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].S(Cl)(Cl)=O.[CH2:26](OC1C=CC(CO)=CC=1)[CH2:27]CCCCCCCCCCCC>C(Cl)Cl>[CH2:1]([O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][Cl:19])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 100867551-(Chloromethyl)-4-(dodecyloxy)benzeneHCID 100873844-Tetradecyloxybenzyl alcohol

Product 1

HCID 203831694-Tetradecyloxybenzyl Chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This one was synthesized following the same general procedure as that for the preparation of 4-dodecyloxybenzyl chloride; thionyl chloride (7.45 g, 63.1 mmol), 4-tetradecyloxybenzyl alcohol (18.4 g, 57.4 mmol), CH2Cl2 (150 mL). 16.28 g (84%) white solid which decomposes upon melting.

Workup

  1. customThis one was synthesized

Sources & evidence

ORD record
ord-491d7b64a93142079ff53b56ef5f3e85
Source dataset
uspto-grants-2010_03
Patent number
US07671033B2

Reaction notes

Loading…