Carbon tetrabromide → HCID 178453591, compound

HRID 1978357Notes

Reaction equation

HRID 1978357 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([CH2:16]O)[CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:38]>C(Cl)Cl>[Br:38][CH2:16][C@H:13]1[CH2:14][CH2:15][C@H:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:11][CH2:12]1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 178453607HCID 178453607, compound

Product 1

HCID 178453591HCID 178453591, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5.00 g (20.55 mM) of trans-4-[N-(tert-butoxycarbonyl)aminomethyl]cyclohexane-1-methanol and 6.42 g (24.48 mM) of triphenylphosphine in methylene chloride (30 ml) was added 13.63 g (41.1 mM) of carbon tetrabromide at 0° C. and the mixture was stirred at room temperature for 20 hours. This reaction mixture was purified by column chromatography (ethyl acetate-hexane: 10%) to provide the title compound as white solid.

Workup

  1. customThis reaction mixture was purified by column chromatography (ethyl acetate-hexane: 10%)

Sources & evidence

ORD record
ord-d41952b9125442109cce559b801b8a25
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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