Carbon tetrabromide → HCID 57467372, compound

HRID 2177128Notes

Reaction equation

HRID 2177128 reaction equation
[CH2:1]([O:3][C:4](=[O:27])[NH:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([CH2:16][CH2:17]O)=[CH:11][CH:12]=2)[CH:7]1[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=1)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:48]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:27])[NH:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([CH2:16][CH2:17][Br:48])=[CH:11][CH:12]=2)[CH:7]1[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 57467373HCID 57467373, compound

Product 1

HCID 57467372HCID 57467372, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [1-(3-chloro-benzyl)-7-(2-hydroxy-ethyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-carbamic acid ethyl ester (554 mg, 1.428 mmol) in 15 ml dry CH2Cl2 cooled to 0° C. was added triphenylphosphine (562 mg, 2.142 mmol) and carbon tetrabromide (0.208 ml, 2.142 mmol). The mixture was stirred for 1 h, after which solvents were evaporated. The residue was purified by chromatography to obtain 277 mg of product as a white solid.

Workup

  1. customafter which solvents were evaporated
  2. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-2c46b7d1edb14729b62b38e76b0a8fbc
Source dataset
uspto-grants-2015_06
Patent number
US09067871B2

Reaction notes

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