Hydrochloric Acid → CID 14809028

HRID 233404Notes

Reaction equation

HRID 233404 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][C:11]([OH:14])=[C:12]([OH:13])[C:7]=2[CH2:6][C@H:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[O:4]1.[ClH:21]>>[ClH:21].[NH2:1][CH2:2][C@@H:3]1[C:8]2[CH:9]=[CH:10][C:11]([OH:14])=[C:12]([OH:13])[C:7]=2[CH2:6][C@H:5]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[O:4]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 148090261-Aminomethyl-3-phenyl-isochroman-5,6-diol

Product 1

HCID 14809028CID 14809028

Procedure

[1R]2-(2',3'-Cyclohexylidenedioxyphenyl)-3-phenylethanol was converted to [1S,3R]1-aminomethyl-3,4-dihydro-5,6-dihydroxy-3-phenyl-1H-2-benzopyran by the procedures detailed in Step 3 of Example 47 and Steps 1-3 of Example 48, m.p. 158°-160° C.; [alpha]D=110° (c 0.52, 1N HCl); DCI MS: 272 (M+H)+. Analysis calculated for C16H18ClNO3 : C, 60.60; H, 6.05; N, 4.42. Found: C, 60.71; H, 6.2; N, 4.31.

Sources & evidence

ORD record
ord-9f105c03dd444e93992d4b883c6b2160
Source dataset
uspto-grants-1997_01
Patent number
US05591884

Reaction notes

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