Epichlorohydrin → HCID 23330757, compound

HRID 224924Notes

Reaction equation

[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([OH:19])=[CH:16][CH:17]=3)[O:12][C:11]([CH3:21])([CH3:20])[CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[CH2:24]([CH:26]1[O:28][CH2:27]1)Cl>>[O:28]1[CH2:27][CH:26]1[CH2:24][O:19][C:15]1[CH:14]=[C:13]2[C:18]([CH:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:22])[F:23])[CH:4]=3)[CH2:10][C:11]([CH3:21])([CH3:20])[O:12]2)=[CH:17][CH:16]=1

Participants

Reactant 2

HCID 7835Epichlorohydrin

HCID 20570489HCID 20570489, compound

Product 1

HCID 23330757HCID 23330757, compound

Procedure

Reaction of 4-(3-Trifluoromethylphenyl)-2,2-dimethyl-7-chromanol with epichlorohydrin, by an analogous method to that described in Example 1, gave 7-(2,3-epoxypropoxy)-4-(3-trifluoromethylphenyl)-2,2-dimethylchroman. Reaction of this epoxide with methylamine, by an analogous method to that described in Example 2 gave 4-(3-trifluoromethyl-phenyl-7-(2-hydroxy-3-methylaminopropoxy)-2,2-dimethylchroman, (benzoate salt, m.p. 145°-157°).

Sources & evidence

ORD record: ord-039ff9dd936946aa9565f4e4f767cdfb
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04234726

Reaction notes

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