Ammonium Chloride → HCID 10391694, compound

HRID 2053498Notes

Reaction equation

HRID 2053498 reaction equation
[F:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][O:7][C:8]2[C:17]3[C:16]([CH3:19])([CH3:18])[CH2:15][CH2:14][C:13]([CH3:21])([CH3:20])[C:12]=3[CH:11]=[C:10]([C:22]([C:24]3[CH:25]=[C:26]4[C:31](=[CH:32][CH:33]=3)[CH:30]=[C:29]([C:34]([O-:36])=[O:35])[CH:28]=[CH:27]4)=[O:23])[CH:9]=2)=[CH:4][CH:3]=1.[BH4-].[Na+].[Cl-].[NH4+]>C1COCC1.CO>[F:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][O:7][C:8]2[C:17]3[C:16]([CH3:19])([CH3:18])[CH2:15][CH2:14][C:13]([CH3:20])([CH3:21])[C:12]=3[CH:11]=[C:10]([CH:22]([C:24]3[CH:25]=[C:26]4[C:31](=[CH:32][CH:33]=3)[CH:30]=[C:29]([C:34]([OH:36])=[O:35])[CH:28]=[CH:27]4)[OH:23])[CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 86599553HCID 86599553, compound

Product 1

HCID 10391694HCID 10391694, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

245 mg (0.5 mmol) of 6-{1-[4-(4-fluorobenzyloxy)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl]methanoyl}-2-naphthalenecarboxylate are dissolved in 5 mL of THF and 5 mL of methanol, and 28 mg (0.7 mmol) of sodium borohydride are added. The medium is stirred for 1 hour, and then treated with saturated ammonium chloride solution. The residue obtained after extraction is purified by chromatography: a white solid is obtained (m=220 mg; yield=89%; m.p.=212° C.).

Workup

  1. customThe residue obtained
  2. extractionafter extraction
  3. customis purified by chromatography
  4. customa white solid is obtained (m=220 mg; yield=89%; m.p.=212° C.)

Sources & evidence

ORD record
ord-dae3fe9789684fd98bba8a6907353ef4
Source dataset
uspto-grants-2008_02
Patent number
US07326803B2

Reaction notes

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