Acetyl chloride → Phenol, 4-(2,2-dichloro-3-phenylcyclopropyl)-, acetate, trans-

HRID 1608882Notes

Reaction equation

HRID 1608882 reaction equation
[Cl:1][C:2]1([Cl:18])[C@@H:4]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[C@@H:3]1[C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.[C:19](Cl)(=[O:21])[CH3:20]>CCO>[Cl:1][C:2]1([Cl:18])[C@@H:4]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)[C@@H:3]1[C:11]1[CH:12]=[CH:13][C:14]([O:17][C:19](=[O:21])[CH3:20])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 67724664HCID 67724664, compound2×

Product 1

HCID 67724570Phenol, 4-(2,2-dichloro-3-phenylcyclopropyl)-, acetate, trans-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction of 1,1-dichloro-trans-2-(p-hydroxyphenyl)-3-phenylcyclopropane (Compound 17) (0.005 mol) and 0.4 mL of acetyl chloride yielded off-white needles (0.37 g, 22%) from EtOH, mp 124.5°-125.5° C. 1H NMR (CDCl3) δ 2.32 (s, 3H, OCOCH3), 3.20 (s, 2H, ArCH), 6.80-7.58 (m, 9H, ArH).

Sources & evidence

ORD record
ord-ecc1bd03f5ae445baac0615c6be2e08e
Source dataset
uspto-grants-1995_03
Patent number
US05397802

Reaction notes

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