Phenethyl bromide → HCID 20343899, compound

HRID 2049645Notes

Reaction equation

[O:1]=[C:2]1[C:12]2([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.[O:22]([CH2:29][CH2:30][CH2:31][Br:32])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.BrCCC1C=CC=CC=1>>[BrH:32].[O:1]=[C:2]1[C:12]2([CH2:13][CH2:14][N:15]([CH2:31][CH2:30][CH2:29][O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:16][CH2:17]2)[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2

Participants

Reactant 3

HCID 7666Phenethyl bromide

HCID 68522Benzene, (3-bromopropoxy)-

HCID 20343882HCID 20343882, compound

Product 1

HCID 20343899HCID 20343899, compound

Procedure

Samples of 10,11-dihydro-11-oxospiro[dibenz(b,f)oxepin-10,4'-piperidine], free base of Example 3, are separately treated with phenoxypropyl bromide and 2-bromoethylbenzene according to the procedure of Example 12, to provide colorless prisms, mp 213°-215° C., (dec), of 10,11-dihydro-11-oxo-1'-(3-phenoxypropyl)-spiro[dibenz(b,f)oxepin-10,4'-piperidine]hydrobromide (from an ethyl alcohol-ether mixture), Example 13, and colorless prisms, mp>300° C., of 10,11-dihydro-11-oxo-1'-phenethylspiro[dibenz(b,f)-oxepin-10,4'-piperidine]hydrobromide (from an acetone-ether mixture), Example 14, respectively.

Sources & evidence

ORD record: ord-38b01f2e3c17448bbbfb01973c95fec8
Source dataset: uspto-grants-1980_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04198418

Reaction notes

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