Bromobenzene → HCID 20067687, compound

HRID 982434Notes

Reaction equation

HRID 982434 reaction equation
[Mg].Br[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH:9][CH2:10][CH2:11][CH2:12][CH:13]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15]>O1CCCC1>[C:3]1([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([OH:15])[CH:13]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:12][CH2:11][CH2:10][OH:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7961BromobenzeneHCID 5462224MagnesiumHCID 20067694HCID 20067694, compound

Product 1

HCID 20067687HCID 20067687, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

The compound is prepared from 6.0 g of magnesium turnings in 42 ml of dry tetrahydrofuran, 39.3 g of bromobenzene in 84 ml of dry tetrahydrofuran and 25.4 g of 5-hydroxy-1,2-diphenylpentan-1-one in 75 ml of dry tetrahydrofuran according to the procedure described in Example 1(b). The product is recrystallized from toluene. The yield is 14.9 g (45%) of a product having m.p. 120°-2° C.

Workup

  1. customThe product is recrystallized from toluene

Sources & evidence

ORD record
ord-fb858d5c70c440d98b92a37dd188112a
Source dataset
uspto-grants-1991_02
Patent number
US04996225

Reaction notes

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