Dimethylamine → HCID 23330751, compound

HRID 224929Notes

Reaction equation

HRID 224929 reaction equation
[O:1]1[CH2:27][CH:2]1[CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[CH:19][CH:18]=3)[CH2:10][C:11]([CH3:16])([CH3:15])[O:12]2)=[CH:7][CH:6]=1.[CH3:28][NH:29][CH3:30]>C(O)C>[C:17]1([CH:9]2[C:8]3[C:13](=[CH:14][C:5]([O:4][CH2:3][CH:2]([OH:1])[CH2:27][N:29]([CH3:30])[CH3:28])=[CH:6][CH:7]=3)[O:12][C:11]([CH3:16])([CH3:15])[CH2:10]2)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 23330745HCID 23330745, compound

Product 1

HCID 23330751HCID 23330751, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-(2,3-Epoxypropoxy)-2,2-dimethyl-4-(1-naphthyl)chroman (3.15 g., 0.0088 moles) was dissolved in a solution of dimethylamine in ethanol (20 ml., ~40%) and left to stand at room temperature for 48 hours. Removal of solvent gave the title compound as a dark coloured oil which was converted to the succinate salt. Recrystallization from acetone gave a white solid (1.72 g., 49%) m.p. 123°-125° C.

Workup

  1. waitleft
  2. customRemoval of solvent

Sources & evidence

ORD record
ord-a15c0d55f7734e80b961d4be070f9c0c
Source dataset
uspto-grants-1980_11
Patent number
US04234726

Reaction notes

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