Hydrochloric Acid → 4-(3-Chloropropyl)phenol
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10]O)=[CH:4][CH:3]=1.[ClH:12]>O>[Cl:12][CH2:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3-(4-Hydroxyphenyl)-1-propanol (0.97 g, 0.006374 mol) and concentrated HCl (20 ml) were heated at 100° C. for 14 h. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated in vacuo to give a raw product. Purification by flash chromatography (heptane/ethyl acetate 9:1) gave a pure product (0.98 g, 90%).
Workup
- temperatureAfter being cooled
- extractionextracted with ethyl acetate
- washThe extracts were washed with water
- customdried
- concentrationconcentrated in vacuo
- customto give a raw product
- customPurification by flash chromatography (heptane/ethyl acetate 9:1)
Sources & evidence
- ORD record
- ord-5ddef234d35e48a58ec24166d96c46f4
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07390923B2
Reaction notes
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