Hydrochloric Acid → 4-(10-ethyl-9,10-dihydro-4H-benzo[4,5]-cyclohepta[1,2-b]thiophen-4-ylidene)-1-methylpiperidine

HRID 27697Notes

Reaction equation

HRID 27697 reaction equation
[CH2:1]([CH:3]1[C:9]2[S:10][CH:11]=[CH:12][C:8]=2[C:7]([CH:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)(O)[C:6]2[CH:21]=[CH:22][CH:23]=[CH:24][C:5]=2[CH2:4]1)[CH3:2].Cl>C(O)(C)C>[CH2:1]([CH:3]1[C:9]2[S:10][CH:11]=[CH:12][C:8]=2[C:7](=[C:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)[C:6]2[CH:21]=[CH:22][CH:23]=[CH:24][C:5]=2[CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 2334182710-ethyl-9,10-dihydro-4-(1-methyl-4-piperidyl)-4H-benzo[4,5]cyclohepta-[1,2-b]thiophen-4-ol

Product 1

HCID 233418294-(10-ethyl-9,10-dihydro-4H-benzo[4,5]-cyclohepta[1,2-b]thiophen-4-ylidene)-1-methylpiperidine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 15.0 g of 10-ethyl-9,10-dihydro-4-(1-methyl-4-piperidyl)-4H-benzo[4,5]cyclohepta-[1,2-b]thiophen-4-ol in 450 cc of a 3.5 N solution of hydrogen chloride in isopropanol is heated to the boil for 4 hours, and the title compound obtained after working up the reaction mixture is converted into the hydrogen fumarate form thereof. M.P. 220°-221° (from methanol/ethanol).

Sources & evidence

ORD record
ord-138400a7d8ce4678aa103945d2cb477c
Source dataset
uspto-grants-1980_09
Patent number
US04223035

Reaction notes

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