Hydrochloric Acid → HCID 9815787, compound

HRID 1173296Notes

Reaction equation

HRID 1173296 reaction equation
Cl.[C:2]([C:6]1[CH:17]=[CH:16][C:9]([CH2:10][NH:11]C(=O)C[Cl:14])=[C:8]([OH:18])[CH:7]=1)([CH3:5])([CH3:4])[CH3:3]>C(O)C>[ClH:14].[NH2:11][CH2:10][C:9]1[CH:16]=[CH:17][C:6]([C:2]([CH3:4])([CH3:3])[CH3:5])=[CH:7][C:8]=1[OH:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66746309N-(4-tert-butyl-2-hydroxybenzyl)-2-chloroacetamide

Product 1

HCID 9815787HCID 9815787, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of 50 mL ethanol and 15 mL conc. hydrochloric acid was added 3.58 g (0.014 mol) of the product of Step A and the reaction mixture was stirred and heated to 85° C. using an external oil bath for 3 h. The reaction mixture was then cooled to room temperature and evaporated in vacuo. Excess water was removed from the product mixture by azeotropic distillation of added portions of toluene on a rotary evaporator. The residue was triturated with ether and dried overnight in vacuo to afford the title compound as a white crystalline solid.

Workup

  1. customfor 3 h
  2. temperatureThe reaction mixture was then cooled to room temperature
  3. customevaporated in vacuo
  4. customExcess water was removed from the product mixture by azeotropic distillation of added portions of toluene on a rotary evaporator
  5. customThe residue was triturated with ether
  6. customdried overnight in vacuo

Sources & evidence

ORD record
ord-eddd851780114629b34de22cb5ae1fdf
Source dataset
uspto-grants-2010_11
Patent number
US07834062B2

Reaction notes

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