Water → HCID 135736098, compound

HRID 1921275Notes

Reaction equation

HRID 1921275 reaction equation
B(Br)(Br)Br.C([O:12][C:13]1[CH:27]=[CH:26][C:16]2[C:17]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[N:18][S:19][C:15]=2[CH:14]=1)C1C=CC=CC=1.O>C(Cl)Cl>[CH:20]1([C:17]2[C:16]3[CH:26]=[CH:27][C:13]([OH:12])=[CH:14][C:15]=3[S:19][N:18]=2)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 23117100HCID 23117100, compound

Product 1

HCID 135736098HCID 135736098, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of boron tribromide 1M in CH2Cl2 (11.9 ml, 11.9 mmoles) was slowly added to a solution of 6-benzyloxy-3-cyclohexyl-1,2-benzisothiazole (3.5 g, 10 mmoles) in CH2Cl2 (50 ml) at 0° C. The mixture was stirred at room temperature for 15 min and poured into water. The precipitate was filtered, dried and crystallised from EtOH to give pure 3-cyclohexyl-1,2-benzisothiazol-6-ol (940 mg, 40.3%). mp 190° C.

Workup

  1. filtrationThe precipitate was filtered
  2. customdried
  3. customcrystallised from EtOH

Sources & evidence

ORD record
ord-cda2892f3bbe4a9e82352ec9acbd3571
Source dataset
uspto-grants-2012_05
Patent number
US08173679B2

Reaction notes

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