Geraniol → 4-Acryloyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

HRID 36568

Reaction equation

HRID 36568 reaction equation
[C:1]([N:5]1[CH2:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[S:8][CH:7](Cl)[CH2:6]1)(=[O:4])[CH:2]=[CH2:3].[CH3:17][C:18](=[CH:20][CH2:21][CH2:22]/[C:23](=[CH:25]/[CH2:26][OH:27])/[CH3:24])[CH3:19]>[Cl-].[Zn+2].[Cl-]>[C:1]([N:5]1[CH2:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[S:8][CH:7]([O:27][CH2:26]/[CH:25]=[C:23](/[CH2:22][CH2:21][CH:20]=[C:18]([CH3:19])[CH3:17])\[CH3:24])[CH2:6]1)(=[O:4])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 637566GeraniolHCID 152916584-Acryloyl-2-chloro-2,3,4,5-tetrahydro-1,4-benzothiazepine

Product 1

HCID 152916524-Acryloyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepineYield 68.3%

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Procedure

The above-mentioned 4-acryloyl-2-chloro-2,3,4,5-tetrahydro-1,4-benzothiazepine (1.0 g), geraniol (0.9 g) and zinc chloride (0.8 g) were reacted in the same manner as in Experimental Example 9 to give 4-acryloyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (1.0 g).

Sources & evidence

ORD record
ord-d9b3e31b5faf42ceb8283b36db1ef77b
Source dataset
uspto-grants-1995_05
Patent number
US05416066

Linked notes

Loading…