Carbon tetrabromide → HCID 178485422, compound

HRID 2209802Notes

Reaction equation

HRID 2209802 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([N:8]([C@H:10]2[CH2:15][CH2:14][C@H:13]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22]O)=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)[CH3:9])=[O:7])=[CH:4][CH:3]=1.[Br:26]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:26][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([C@H:13]2[CH2:14][CH2:15][C@H:10]([N:8]([C:6](=[O:7])[C:5]3[CH:24]=[CH:25][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH3:9])[CH2:11][CH2:12]2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 178485425HCID 178485425, compound

Product 1

HCID 178485422HCID 178485422, compoundYield 29.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

710 mg of trans-N-(4-chlorobenzoyl)-N-methyl-4-(4-hydroxymethylphenyl)cyclohexylamine are reacted in 20 ml of methylene chloride with 723 mg of tetrabromomethane and 572 mg of triphenylphosphine. 250 mg of the title compound are obtained, melting point 181°-183° C.

Sources & evidence

ORD record
ord-0a33907267584ec5938b90e44ab38b96
Source dataset
uspto-grants-1995_10
Patent number
US05455273

Reaction notes

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