Sodium Nitrite → HCID 70118057, compound

HRID 1530783Notes

Reaction equation

[CH:1]([C:3]1[CH:29]=[CH:28][CH:27]=[CH:26][C:4]=1[C:5]([C:18]1[C:23](N)=[CH:22][CH:21]=[CH:20][C:19]=1[OH:25])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[CH2:2].N([O-])=O.[Na+]>CC(C)=O.O>[CH:1]([C:3]1[CH:29]=[CH:28][CH:27]=[CH:26][C:4]=1[C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[OH:25])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[CH2:2]

Participants

Conditions

Temperature: 0 °C

Procedure

The 2-(vinyltrityl)-3-aminophenol is dissolved in a 50/50 solution of acetone and 50% H2PO3. The solution is chilled to 0° C. NaNO2 (1.0 g, 2.0 equiv.) is dissolved in water (10 mL) and added at a rate to keep the temperature of the reaction mixture below 5° C. The mixture is stirred for an additional 30 minutes. The product 2-(vinyltrityl)phenol is obtained by filtration and dried under vacuum (yield 35-45%). Product is recrystallized from hot acetic acid.

Workup

additionadded at a rate
customthe temperature of the reaction mixture below 5° C

Sources & evidence

ORD record: ord-5ec0fcd0d5734a79b49654114616ef2c
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06197715B1

Reaction notes

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