Carbon tetrabromide → 3-(2-Bromoethyl)tetrahydro-2H-pyran

HRID 1011066Notes

Reaction equation

HRID 1011066 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH2:26][CH2:27]O)[CH2:21]1.C(Br)(Br)(Br)[Br:30]>C(Cl)Cl>[Br:30][CH2:27][CH2:26][CH:22]1[CH2:23][CH2:24][CH2:25][O:20][CH2:21]1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 55264768Tetrahydro-2H-pyran-3-ethanol

Product 1

HCID 544943063-(2-Bromoethyl)tetrahydro-2H-pyran

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of triphenylphosphine (725 mg, 2.77 mmol) in DCM (4 ml) was added dropwise with water-bath cooling to a solution of 2-(tetrahydro-2H-pyran-3-yl)ethanol (300 mg, 2.304 mmol) and carbon tetrabromide (917 mg, 2.77 mmol) in DCM (6 ml).

Sources & evidence

ORD record
ord-4102282daa87473183cb6f5910ef7ecf
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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