Phenanthro[1,2-b]furan-2-methanol → Phenanthro[1,2-b]thiophene-2-methanol

HRID 359218Notes

Reaction equation

HRID 359218 reaction equation
C1C2C=CC3C4C=CC=CC=4C=CC=3C=2OC=1CO.[CH:20]1[C:21]2[CH:41]=[CH:40][C:39]3[C:38]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[CH:32]=[CH:31][C:30]=3[C:22]=2[S:23][C:24]=1[C:25](OCC)=[O:26]>C(Cl)Cl.CCCCCC>[CH:20]1[C:21]2[CH:41]=[CH:40][C:39]3[C:38]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[CH:32]=[CH:31][C:30]=3[C:22]=2[S:23][C:24]=1[CH2:25][OH:26]

Participants

4

Reactant 2

HCID 14770239Phenanthro[1,2-b]furan-2-methanolHCID 14770247Ethyl phenanthro[1,2-b]thiophene-2-carboxylate

Product 1

HCID 14770248Phenanthro[1,2-b]thiophene-2-methanolYield 98%

Reagents, catalysts & solvents 1

HCID 21226440Methylenechloride HexaneSolvent

Procedure

Using the procedure outlined in 14A, ethyl phenanthro[1,2-b]thiophene-2-carboxylate (H. G. Pars Pharmaceutical Laboratories, Inc.) gave a 98.0% yield of phenanthro[1,2-b]thiophene-2-methanol, mp 169°-170.5° (C,H,S), (CH2Cl2 /hexane).

Sources & evidence

ORD record
ord-4be1c16d46ce430098ad61634db58075
Source dataset
uspto-grants-1991_03
Patent number
US04999369

Reaction notes

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