Hydrochloric Acid → HCID 86744323, compound

HRID 1089610Notes

Reaction equation

HRID 1089610 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[C:13]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][C:8]2[CH2:9][CH2:10][O:11][C:7]=2[CH:6]=1.[C:22]1([CH3:32])[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1.Cl>N1C=CC=CC=1>[S:28]([C:25]1[CH:26]=[CH:27][C:22]([CH3:32])=[CH:23][CH:24]=1)([OH:1])(=[O:30])=[O:29].[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[C:13]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][C:8]2[CH2:9][CH2:10][O:11][C:7]=2[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 14484895HCID 14484895, compound

Product 1

HCID 86744323HCID 86744323, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a 0° C. solution of 7 (1.16 g, 4.07 mmol) in dry pyridine (3 mL) was added p-toluenesulfonyl chloride (0.707 g, 2.72 mmol) and the mixture allowed to warm to room temperature and stir for 1 hour. The reaction mixture was poured into ice water (25 mL) and acidified with 2N HCl. The resulting precipitate was collected by filtration, washed with water (2×5 ML), and vacuum dried to give 8a. 2,3-Dihydro-4-(3-hydroxypropyl)-5-benzyloxybenzofuran tosylate (8b) can be produced in similar fashion

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water (2×5 ML), and vacuum
  3. customdried

Sources & evidence

ORD record
ord-4e26459ed9d64551ac116b1701cc92c1
Source dataset
uspto-grants-1990_10
Patent number
US04966907

Reaction notes

Loading…