Benzene → HCID 14405966, compound

HRID 1381700Notes

Reaction equation

HRID 1381700 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[S:10])=[CH:4][CH:3]=1.[Br:17][CH2:18][C:19]([OH:21])=[O:20].C1C=CC=CC=1>CCOCC>[Br-:17].[C:19]([CH2:18][S:10][C:9](=[N+:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)([OH:21])=[O:20]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6227Bromoacetic AcidHCID 135461412-(4-Chlorophenyl)-1-(piperidin-1-yl)ethane-1-thione

Product 1

HCID 14405966HCID 14405966, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 200 g of N-(4-chlorophenylthioacetyl)piperidine, 117.5 g of bromoacetic acid and 600 ml of benzene was stirred overnight, then diluted with anhydrous ether and stirred overnight. The solid was collected and dried in vacuo giving 241 g of 1-[1-[(carboxymethyl)thio]2-(4-chlorophenyl)ethylidene]piperidinium bromide, mp 118°-120° C.

Workup

  1. stirringstirred overnight
  2. customThe solid was collected
  3. customdried in vacuo

Sources & evidence

ORD record
ord-932198875ccb4b5495afaaac2cc4bc4c
Source dataset
uspto-grants-1989_02
Patent number
US04803280

Reaction notes

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