Hydrochloric Acid → HCID 20367029, compound

HRID 616972Notes

Reaction equation

HRID 616972 reaction equation
[CH3:1][CH:2]1[CH2:8][C:7](=O)[C:6]2[CH:10]=[C:11]([CH2:14][C:15]([OH:17])=[O:16])[CH:12]=[CH:13][C:5]=2[CH2:4][CH2:3]1.[BH4-].[Na+].Cl>CO.O>[CH3:1][CH:2]1[CH:8]=[CH:7][C:6]2[CH:10]=[C:11]([CH2:14][C:15]([OH:17])=[O:16])[CH:12]=[CH:13][C:5]=2[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 20367021HCID 20367021, compound

Product 1

HCID 20367029HCID 20367029, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

6,7,8,9-tetrahydro-7-methyl-9-oxo-5H-benzocycloheptene-2-acetic acid (6.3 g) is dissolved in 90 cc of methanol, and 4.1 g of sodium borohydride are added in small portions within 10 minutes while stirring at room temperature. The solution is stirred for a further 30 minutes, is diluted with water, acidified with 1 N hydrochloric acid, and the crude 6,7,8,9-tetrahydro-9-hydroxy-7-methyl-5H-benzocycloheptene-2-acetic acid is filtered off. The crude product has a M.P. of 161°-163°.

Workup

  1. stirringThe solution is stirred for a further 30 minutes
  2. filtrationthe crude 6,7,8,9-tetrahydro-9-hydroxy-7-methyl-5H-benzocycloheptene-2-acetic acid is filtered off

Sources & evidence

ORD record
ord-9b09391fc6854fe59c895cba86b2a585
Source dataset
uspto-grants-1978_02
Patent number
US04076838

Reaction notes

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