Hydrochloric Acid → Ethyl 3-[4-(6-acetoxy-2,5,7,8-tetramethylchroman-2-yl-methoxy)phenyl]-2-chloro-2-methylpropionate

HRID 1030419Notes

Reaction equation

HRID 1030419 reaction equation
[C:1]([O:4][C:5]1[C:6]([CH3:27])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23](N)=[CH:22][CH:21]=1)([CH3:17])[CH2:9][CH2:8]2)(=[O:3])[CH3:2].[ClH:28].N([O-])=O.[Na+].[C:33]([O:38][CH2:39][CH3:40])(=[O:37])[C:34]([CH3:36])=[CH2:35]>O.CC(C)=O>[C:1]([O:4][C:5]1[C:6]([CH3:27])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:35][C:34]([Cl:28])([CH3:36])[C:33]([O:38][CH2:39][CH3:40])=[O:37])=[CH:22][CH:21]=1)([CH3:17])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7343Ethyl MethacrylateHCID 9951222HCID 9951222, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 19822192Ethyl 3-[4-(6-acetoxy-2,5,7,8-tetramethylchroman-2-yl-methoxy)phenyl]-2-chloro-2-methylpropionate

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

Following the same procedure as described in Preparation 18, 2 g of 6-acetoxy-2-(4-aminophenoxymethyl)-2,5,7,8-tetramethylchroman (prepared as described in Preparation 50), 25 ml of acetone, 3 ml of 35% w/v aqueous hydrochloric acid, 0.7 g of sodium nitrite, 1 ml of water, 8 g of ethyl methacrylate and 0.2 g of cuprous oxide were reacted, to give the title compound.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-fe65d0362cf04dcb8bcb53d794c0cb86
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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