Maleic Acid → alpha-(2-Fluorenyl)-2-pyrrolidineethanol

HRID 1579510Notes

Reaction equation

HRID 1579510 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][C:7]([C:9]1[CH:21]=[CH:20][C:19]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][C:11]=2[CH:10]=1)=[O:8].N1CCCCC1CC(C1C=CC2C=CC3C(C=2C=1)=CC=CC=3)=O.C(O)(=O)/C=C\C(O)=O.C(OC(C1C=CC2SC3C=CC=CC=3C=2C=1)CC1CCCCN1)(=O)CO>>[CH:10]1[C:11]2[CH2:12][C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:19]=2[CH:20]=[CH:21][C:9]=1[CH:7]([OH:8])[CH2:6][CH:2]1[CH2:3][CH2:4][CH2:5][NH:1]1

Participants

5

Reactant 4

HCID 444266Maleic AcidHCID 123005113-Phenanthryl 2-piperidylmethyl ketoneHCID 123007932-Fluorenyl 2-pyrrolidinylmethyl ketoneHCID 131709886alpha-(Dibenzothiophen-2-y)-2-piperidineethanol glycolate

Product 1

HCID 12300795alpha-(2-Fluorenyl)-2-pyrrolidineethanol

Procedure

Following essentially the same procedure but substituting 2-fluorenyl 2-pyrrolidinylmethyl ketone for the 3-phenanthryl 2-piperidylmethyl ketone and further substituting maleic acid for the glycolic acid, results in the preparation of α-(2-fluorenyl)-2-pyrrolidineethanol as the maleate salt having a M.P. of 147-9°C. (dec.)

Sources & evidence

ORD record
ord-58f6330053d94395bd440d57c83681c3
Source dataset
uspto-grants-1976_01
Patent number
US03931155

Reaction notes

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