Acetone → HCID 21512712, compound

HRID 1576437Notes

Reaction equation

HRID 1576437 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]1[CH2:14][Cl:15].[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CC(C)=O>O>[CH2:16]([NH:23][CH2:2][CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]1[CH2:14][Cl:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]1[CH2:14][NH:23][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 3

HCID 180AcetoneHCID 7504BenzylamineHCID 20373084HCID 20373084, compound

Product 2

HCID 21512712HCID 21512712, compoundHCID 21512756HCID 21512756, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.44 g of 1-(3-chloropropyl)-2-chloromethyl-indoline, 3.2 g of benzylamine, 30 ml of acetone and 20 ml of water is boiled for 10 hours. 1-(3-Benzylaminopropyl)-2-chloromethyl-indoline and 1-(3-chloro-propyl)-2-benzylaminomethyl-indoline are formed intermediately and are not isolated. After the customary working up, 2-benzyl-2,3,4,5,11,11a-hexahydro-1H-1,4-diazepino-[1,2-a]indole is obtained.

Sources & evidence

ORD record
ord-c49335af589442548a6c509cab247f02
Source dataset
uspto-grants-1976_09
Patent number
US03980797

Reaction notes

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