1-Bromo-3-chloropropane → HCID 12338059, compound

HRID 2309771Notes

Reaction equation

HRID 2309771 reaction equation
[C:1]1([C:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:17][CH2:18][CH2:19]Cl>>[C:1]1([C:7]2[O:8][CH2:17][CH2:18][CH2:19][C:9]=2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 99482-Phenylacetophenone

Product 1

HCID 12338059HCID 12338059, compound

Procedure

In the first stage 19.6 g of desoxybenzoin is alkylated with 15.8 g of 3-bromo-1-chloropropane according to the procedure described in method 1 except that the reaction is carried out at room temperature. Isolation gives an intermediate, 2,3-diphenyl-4,5-dihydro-6H-pyran in quantitative yield, but the product contains about 10% of noncyclic O-alkylation product. The m.p. of a sample which has been chromatographically purified and recrystallized from methanol is 119°-22° C.

Workup

  1. customis carried out at room temperature

Sources & evidence

ORD record
ord-f2ce2e3ea67f487e87581ff5a030cadb
Source dataset
uspto-grants-1987_09
Patent number
US04696949

Reaction notes

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