Water → HCID 68501189, compound

HRID 1947773Notes

Reaction equation

HRID 1947773 reaction equation
[NH2:1][C:2]1[C:10]([Br:11])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:12])=[CH:4][CH:3]=1.[BH4-].[Na+].O>O1CCCC1>[NH2:1][C:2]1[C:10]([Br:11])=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[OH:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 534220646-Amino-7-bromo-2,3-dihydro-1H-inden-1-one

Product 1

HCID 68501189HCID 68501189, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6-amino-7-bromoindanone (2.4 g, 10.6 mmol) in tetrahydrofuran (150 ml) is treated with sodium borohydride (360 mg, 10.6 mmol) in portions, stirred for two hours, and treated dropwise with water. Tetrahydrofuran is evaporated and the residue is dissolved in ethyl acetate and washed with water. The separated organic layer is dried over sodium sulfate, filtered, and evaporated to give 6-amino-7-bromoindan-1-ol; GC/MS: 228/230 (M+1)+.

Workup

  1. customTetrahydrofuran is evaporated
  2. dissolutionthe residue is dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialThe separated organic layer is dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-a1c06b74b55b406b8107489264cbc82f
Source dataset
uspto-grants-2013_03
Patent number
US08399490B2

Reaction notes

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