Hydrochloric Acid → HCID 70350594, compound

HRID 868430Notes

Reaction equation

HRID 868430 reaction equation
[CH2:1]([C:8]1[C:13]([C:14](=O)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:12][CH:11]=[CH:10][C:9]=1[O:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28](=O)[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:23]=1[CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:42][NH2:43].Cl.[C:45]([BH3-])#[N:46].[Na+]>CO>[CH2:1]([C:8]1[C:13]([CH:14]([NH:43][CH3:42])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:12][CH:11]=[CH:10][C:9]=1[O:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH:28]([NH:46][CH3:45])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:23]=1[CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 5003444Sodium cyanoborohydrideHCID 70350596HCID 70350596, compound

Product 1

HCID 70350594HCID 70350594, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of benzyl-3-(hexanoyl)phenyl ether (2.8 g.), 40% aqueous methylamine (1.5 ml) and methanol adjusted to pH 6 with 5% aqueous hydrochloric acid is treated with a methanolic solution of sodium cyanoborohydride. The reaction is stirred overnight. The methanol is removed in vacuo and the remaining mixture is extracted with methylene chloride. The organic extract is dried (MgSO4) and concentrated to an oil.

Workup

  1. customThe methanol is removed in vacuo
  2. extractionthe remaining mixture is extracted with methylene chloride
  3. extractionThe organic extract
  4. dry with materialis dried (MgSO4)
  5. concentrationconcentrated to an oil

Sources & evidence

ORD record
ord-ef19ccc812bc419cbb149565724231b3
Source dataset
uspto-grants-1988_10
Patent number
US04778931

Reaction notes

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