(3-(Benzyloxy)phenyl)hydrazine hydrochloride → Hydrochloric Acid

HRID 27909Notes

Reaction equation

HRID 27909 reaction equation
[N:1]1([CH:6]2[CH2:11][CH2:10][C:9](=O)[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:13].[CH2:14]([O:21][C:22]1[CH:23]=[C:24]([NH:28]N)[CH:25]=[CH:26][CH:27]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[ClH:13].[ClH:13].[N:1]1([CH:6]2[CH2:11][C:10]3[C:25]4[C:24](=[CH:23][C:22]([O:21][CH2:14][C:15]5[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=5)=[CH:27][CH:26]=4)[NH:28][C:9]=3[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 12891839(3-(Benzyloxy)phenyl)hydrazine hydrochlorideHCID 136706674-(Pyrrolidin-1-yl)cyclohexanone

Product 2

HCID 313Hydrochloric AcidHCID 233404843-(1-Pyrrolidinyl)-7-benzyloxy-1,2,3,4-tetrahydrocarbazole hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following a procedure similar to that described in Example 2A and using 4-(1-pyrrolidyl)-cyclohexanone (14.5 g.), 3-benzyloxyphenylhydrazine hydrochloride (21.8 g.), 160 ml. of absolute ethyl alcohol and 60 ml. of 4.5N ethanolic hydrogen chloride there was obtained 3-(1-pyrrolidinyl)-7-benzyloxy-1,2,3,4-tetrahydrocarbazole hydrochloride, 4 g. of which was hydrogenated, following a procedure similar to that described in Example 1C to give 1.3 g. of 3-(1-pyrrolidyl)-7-hydroxy-1,2,3,4-tetrahydrocarbazole hydrochloride, m.p. 294°-295° C. (methyl alcohol-water).

Sources & evidence

ORD record
ord-df291b86102f4f43a79d3a30433e91a1
Source dataset
uspto-grants-1980_09
Patent number
US04224335

Reaction notes

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