Dimethylamine → 1-Benzyloxy-4-(3-dimethylaminopropoxy)benzene

HRID 2417988Notes

Reaction equation

HRID 2417988 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][NH:19][CH3:20])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21](OC1C=CC(OCCCBr)=CC=1)C1C=CC=CC=1.CNC>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 674DimethylamineHCID 21991201-Benzyloxy-4-(3-methylaminopropoxy)benzeneHCID 111100311-(Benzyloxy)-4-(3-bromopropoxy)benzene

Product 1

HCID 24809421-Benzyloxy-4-(3-dimethylaminopropoxy)benzene

Procedure

In the manner described above for the preparation of 1-benzyloxy-4-(3-methylaminopropoxy)benzene, 1-benzyloxy-4-(3-bromopropyloxy)benzene was reacted with dimethylamine to give 1-benzyloxy-4-(3-dimethylaminopropoxy)benzene. The product was isolated as its hydrochloride salt and crystallization from isopropanol gave the purified hydrochloride salt of 1-benzyloxy-4-(3-dimethylaminopropoxy)benzene, mp 183°-185°.

Sources & evidence

ORD record
ord-8243a2bd56144ca5a420b0f4d5bf4b73
Source dataset
uspto-grants-1984_09
Patent number
US04471116

Reaction notes

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