HCID 23346088, compound → HCID 23346092, compound

HRID 1856210Notes

Reaction equation

HRID 1856210 reaction equation
FC(F)(F)C(C(F)(F)F)(C1C=CC2NCCCCC=2C=1)O.[F:22][C:23]([F:48])([F:47])[C:24]([C:43]([F:46])([F:45])[F:44])([C:26]1[CH:27]=[CH:28][C:29]2[N:35]([C:36](=[O:41])[CH2:37][C:38](=O)[CH3:39])[CH2:34][CH2:33][CH2:32][CH2:31][C:30]=2[CH:42]=1)[OH:25]>S(=O)(=O)(O)O>[F:46][C:43]([F:44])([F:45])[C:24]([C:26]1[CH:27]=[C:28]2[C:29]3=[C:30]([CH2:31][CH2:32][CH2:33][CH2:34][N:35]3[C:36](=[O:41])[CH:37]=[C:38]2[CH3:39])[CH:42]=1)([OH:25])[C:23]([F:48])([F:47])[F:22]

Participants

4

Reactant 2

HCID 23346088HCID 23346088, compoundHCID 23346095alpha,alpha-bis(trifluoromethyl)-2,3,4,5-tetrahydro-1H-1-benzazepine-7-methanol

Product 1

HCID 23346092HCID 23346092, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

By the method shown in Example 14, α,α-bis(trifluoromethyl)-2,3,4,5-tetrahydro-1H-1-benzazepine-7-methanol is converted to α,α-bis(trifluoromethyl)-1-(1,3-dioxobutyl)-2,3,4,5-tetrahydro-1H-1-benzazepine-7-methanol, m.p. 169°-171°, which is cyclized by heating in sulfuric acid (in this instance at 120° for 24 hours) to give 5,6,7,8-tetrahydro-10-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-1-methyl-3H-azepino[3,2,1-ij]quinolin-3-one, m.p. 197°-198°.

Sources & evidence

ORD record
ord-d5d4878da8524770bd94b593f855694b
Source dataset
uspto-grants-1980_08
Patent number
US04218448

Reaction notes

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