Hydrochloric Acid → HCID 21396531, compound

HRID 1439770Notes

Reaction equation

HRID 1439770 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16](N)=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([OH:6])[CH3:5].[ClH:20].N([O-])=O.[Na+].[Na+].[Cl-]>S([O-])([O-])(=O)=O.[Cu+2].O>[Cl:1][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([Cl:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([OH:6])[CH3:5]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 21396573HCID 21396573, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21396531HCID 21396531, compound

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 962WaterSolvent2×

Procedure

2.78 g. of 1-chloro-3-(4'-amino-4-biphenylyl)-butan-3-ol are dissolved in 30 ml. of 10% hydrochloric acid, a solution of 0.7 g. of NaNO2 in 2 ml. of water is added at 0°-5°, the resulting diazonium salt solution is added slowly dropwise to a hot solution of Cu2Cl2 (obtained by passing SO2 into a hot solution of 2.1 g. of copper sulfate and 2.6 g. of NaCl in 13 ml. of water) and the mixture is heated to 90°-95° for a further 30 minutes, cooled and worked up in the customary manner to give 1-chloro-3-(4'-chloro-4-biphenylyl)-butan-3-ol, m.p. 98° - 100°.

Workup

  1. customobtained
  2. temperaturecooled

Sources & evidence

ORD record
ord-b0c7302fc6954893bb9d44721633b567
Source dataset
uspto-grants-1977_11
Patent number
US04060633

Reaction notes

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