Phosphorus tribromide → HCID 18352525, compound

HRID 429901Notes

Reaction equation

HRID 429901 reaction equation
[CH:1]1([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[CH2:9]O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Br)(Br)[Br:16]>C(Cl)Cl>[CH:1]1([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[CH2:9][Br:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 18968462HCID 18968462, compound

Product 1

HCID 18352525HCID 18352525, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to example 17, 3.36 g of 2-cyclohexylbenzyl alcohol was treated with 0.59 mL of PBr3 in 25 mL of anhydrous CH2Cl2 to afford 3.90 g of crude product (90% pure by 1H-NMR). This material was vacuum distilled via short path (1.0 mmHg, 117-120° C.) to afford 3.54 g (79%) of 2-cyclohexylbenzyl bromide as a clear liquid.

Workup

  1. customto afford 3.90 g of crude product (90% pure by 1H-NMR)
  2. distillationdistilled via short path (1.0 mmHg, 117-120° C.)

Sources & evidence

ORD record
ord-5793dd6f096d497f9eb16ff59bf69203
Source dataset
uspto-grants-2001_11
Patent number
US06319702B1

Reaction notes

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